Hawaii Vacation Rentals – Island Condos, Beachfront Homes & Luxury Villas
Welcome to your guide for Hawaii vacation rentals, where tropical luxury meets everyday comfort. From sunrise-facing lanais on Maui to private bungalows near the lush valleys of Kauai, each rental is handpicked for quality, location, and local charm.
Why Book a Vacation Rental in Hawaii?
Unlike traditional hotels, vacation rentals provide full kitchens, private lanais, and dedicated living space—ideal for families, couples, or long stays. Many homes are steps from the beach, offer high-speed Wi-Fi, and include perks like pools, BBQ areas, or resort access.
Popular Vacation Rental Locations
- Waikiki, Oahu – High-rise condos near beaches, shops & nightlife
- Kihei, Maui – Walkable, affordable, and family-friendly
- Princeville, Kauai – Scenic cliffs, golf, and luxury condos
- Kailua-Kona, Big Island – Oceanfront escapes with sunset views
Rental Types Available
- Beachfront Condos with resort amenities
- Private Beach Homes with full kitchens
- Luxury Villas with pools & panoramic views
- Studios & Bungalows for solo travelers or couples
What Makes To-Hawaii.com Rentals Stand Out?
- Verified properties across all major Hawaiian islands
- Detailed descriptions, amenities, and photo galleries
- Helpful internal links to top Hawaii activities and Hawaii rental cars
- Flexible booking options, from weekend getaways to long-term stays
Plan Your Dream Island Escape
Explore the beauty of the islands with confidence. Whether you're whale watching on Maui, snorkeling on Oahu, or enjoying a peaceful sunrise on Lanai, our vacation rentals offer the perfect base for unforgettable memories. Start planning your Hawaiian adventure today.
Modern, remodeled, ocean views, comfortable and convenient 580 sf
Hawaii Transient Tax TA-110-236-4672-01Kamaole Beach Royale is located in South Kihei. The building is across the street from Kamaole I Beach Park. This condo building is seven (7) stories and is next to Dolphin Plaza. Solar heated pool is steps away and is in a serene...
Hali'i Kai 15A at the Waikoloa Beach Resort
Summary:Welcome to oceanfront living at its finest at Hali'i Kai. Hali'i Kai is a direct oceanfront complex apart of the Waikoloa Beach Resort and has all the attributes you could desire on your Big Island of Hawaii vacation. Maximum occupancy strictly enforced in...
Secure one-bedroom with full kitchen, one parking and partial ocean views!
Four Paddle #1606 – 2140 Kuhio Ave.You'll have peek-a-boo ocean views and a great location from this beautiful condo with central A/C (553 sq.ft. plus lanai)! 4-person max.Gourmet marketplace Dean & DeLuca is located just across the street at the Ritz-Carlton, as is...
Lovely condo with lanai, pool, hot tub, tennis & gym - walk to Kiahuna Beach
Kiahuna Plantation 420 -BLDG 41Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Nestled on 35 acres of lush lawns and tropical gardens, this charming, garden-view retreat in Kiahuna...
Hualalai Hainoa Estate | Private Residence | Pool | Panoramic Ocean Views
Spectacular sunset and panoramic view highlight this large estate home with private heated pool and spa at Hualalai Resort. Located along the first fairway of the Tom Weiskopf-designed member's golf course, the home features 4 bedrooms and 4.5 bath on one level, with...
Quiet @ KOI Ponds! Awesome Garden View J103. Fits Whole Family!
Wake up to koi ponds and tropical gardens just outside your door. This 2BR condo at Papakea Resort puts you 100 yards from the ocean and a short walk to food trucks, coffee shops, and the beach. Spend your days snorkeling, swimming in the resort pools, or playing...
Relaxing Studio Condo Getaway, Minutes From Black Sand Beach *Newly Renovated*
This condo is part of a small cluster of about 70 units. The grounds are perfectly maintained, and include a pool/hot tub/grills. The condo overlooks SeaMountain Golf Course,** the SeaMountain golf course is closed until further notice**. About a 5-10 minute walk lies...
Beachfront Building at the Quiet End of Waikiki with Swimming/Surfing!
Colony Surf #407 – 2895 Kalakaua Ave(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL. Preference given to calendar month bookings.)Cooled by trade winds, this beautifully upgraded 900 sq.ft. one-bedroom suite in the oceanfront Colony Surf on the quiet...
3 bedroom, Spacious Northshore Kauai Penthouse NIHILANI unit 9C
This single level (upper floor- "2nd floor") townhome is tastefully decorated and has terrific artwork as well. With nearly 2000 square feet of living space, there is plenty of room for everyone to be together as well as have privacy for quiet time. There are two...
Aloha Suite: Watch Whales, Breakfast included at Ala Kai Bed and Breakfast
For 2-4 people traveling together, enjoy our two bedroom suite, which includes the Aloha Room, the Turtle Room and a bath. The Aloha Suite is located on the upper main level and includes The Turtle Room with its Honu motif features, a queen size bed, futon, TV and DVD...
Ilikai Hotel - No Resort Fees! City-views, condo on the 14th Floor, Prime Waikiki location!
This condo is located on the 14th floor of the Ilikai Hotel. With over 500 sq ft of living space, the condo is extremely spacious and comfortable for couples, friends, or family traveling together. Bye, bye carpets; the condo recently installed new vinyl flooring! Stay...
🏖️Exclusive | WIFI | VIP Beach Pass Included | vrKCV🏖️
vrKCV - Mauna Lani Village 512, Professionally Managed by Kona Coast Vacations Welcome to Your Slice of Paradise at Mauna Lani VillagesWhether you're planning a family adventure, a couples' escape, or a relaxing getaway with friends, this luxurious 3-bedroom, 3.5-bath...
Cute Cottage at Ohia Kai TVNCU #1354
This makes the perfect Base Camp for walkers and car users. Close to public transportation and the Beach (short 10 min walk) The charm of the Cottage and the amenities will enhance your visit. We are close to downtown Kapaa (5 min. walk).To our New Guests and our...
Beautifully upgraded & air conditioned Pali Ke Kua 102 - Bali Hai ocean views
Pali Ke Kua #102Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'We invite you to be our guests in our “Iki Māhele O Ka Lani…Little Slice of Heaven.” As you enter, you will instantly...
KBM Resorts | FREE CAR | Maui Kaanapali | Beachfront Resort, Studio Villa! MKV-B242
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Oceanfront Oasis: Ground Floor Retreat - Sugar Beach #130
SUGAR BEACH RESORT, #130Welcome to Sugar Beach Resort #130, a beautifully updated ground-floor condo that combines modern upgrades with the ultimate beachfront convenience. Located in North Kihei, this oceanfront oasis allows you to step directly onto miles of golden...
Inviting island condo with pool, ocean views, & W/D
Mahina Surf 213Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Featuring warm and welcoming tropical décor, this family-friendly getaway is perfect for your next island vacation!...
Trendy Hawaiian Monarch Studio | Ocean View | Pool
Relax in this beautifully renovated, modern studio at the Hawaiian Monarch building. Located at the beginning of Waikiki, this unit offers ac, smart tv, wifi and cable. It is a short walk from Fort DeRussy Beach Park, Hilton Hawaiian Village, Ala Wai Canal and more. The...
Oceanview #203 at Hana Kai Maui - 1 Bedroom Upper Floor, Stunning View!
“Lanakila” – Unit 203 – is an upper floor 1-bedroom, 1-bath unit located in Hana Kai Maui’s Mauka (upper) building. This unit has an open kitchen featuring a koa bar and koa accents, hardwood floors, stainless appliances, granite countertops, granite tiled tub/shower...
1 Bedroom Garden View Condo 3rd Floor H304- Pono Kai
Pono Kai Resort is located on oceanfront/beachfront property. Our third-floor garden view condo has a fully equipped kitchen, 1 bedroom and 1 full bathroom. The bedroom has a king size bed. There is also a pull-out queen sleeper sofa in the living room, fully stocked...
Newly Renovated! Oceanfront Air Conditioned Condo #113
Aloha and welcome to our completely remodeled Oceanfront condo! We invite you to relax and unwind in the private Honokeana Cove with stunning ocean views. You will feel right at home with this direct oceanfront condo with views of the island of Molokai and the Pacific...
Beautiful*Direct Oceanview & Ideal Location*Best Beaches in Maui
Our lovely Ocean View complex has an excellent location in South Maui – directly nestled between the most popular, golden sandy swimming and snorkel beaches - Kamaole I and Kamaole II. Any accessory for beach side fun is at your fingertips.This one bedroom apartment is...
Great Deal Ocean View Condo on the North Shore of Kauai!
Welcome to your home away from home in paradise! This two-story condo at Pali Ke Kua offers peaceful garden and ocean views, located in the heart of Princeville on Kauai’s stunning North Shore. Whether you're relaxing by the pool, strolling down the private path to...
Lae Nani 414 is Beautiful! Ground Floor Oceanfront Condo Sleeps 6 with A/C
Summary:Lae Nani 414 is an airconditioned ground floor unit with great view. Enjoy all the amenities this comfortable condo has to offer.The Space:This newly renovated, ground floor condo is equipped with a split system AC to keep you cool on hot days. The ocean breeze...
Summer Special 249 A NIGHT! PARADISE Awaits! Best Location in Alii Cove B4.
Beautiful, complete, modern three bedroom condo in Kailua-Kona. Our ocean view is spectacular! 3 min. walk to ocean waterfront (amazing sunsets!), easy 10 minute walk to downtown Kona where you stroll along waterfront to many unique restaurants and shops. Located in a...
Ocean View SM224 Beachfront Resort - Beautiful, Lively Surroundings, Surfing!
The Shores of Maui is a picturesque condominium community located in the perfect location - directly across from Cove Beach Park in Kihei. The location is convenient and offers easy access to Kamaole Beach Park I, shopping, and restaurants. The highlight of this...
KBM Resorts | FREE CAR | Lokelani | Oceanfront | 2-Bedrooms Condo, Recently Remodeled! LOK-B201
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Surfer Hale - Kuilima Estates East # 1
TA/155037900801-01Short Term License STR#2034Kuilima Estates East57-120 Lalo Kuilima #1Beautiful downstairs end unit condo. Step into old Hawaii. Hawaiian decor with natural wood and rattan furniture and tropical colors. 2021 brought new floors, quartz countertops in...
Luxury Turtle Bay Hawaii Condo - Remodeled unit at Kuilima East
Welcome to our beautiful, newly renovated upscale condo located on Oahu's pristine North Shore. This is a fully AC-equipped unit, has mountain and golf course views, a great tropical breeze, and is located within a safe, family friendly community. It is only a short...
Beautiful condo with amazing view, huge wrap around balcony and designer decor!
Come enjoy your Hawaii vacation at our beautiful newly remodeled condo. The views are spectacular and the wrap around balcony gives a 360 degree view of the ocean and mountains. This unit is very spacious and has a decorators touch! The unit is fully equipped with...
Hanalei Beach House: Ocean Views & Steps to Beach
The Hanalei Beach House is located on a 1/2 acre ocean front lot steps from the sand. .Surf the user friendly waves right in front at Kiddies surf spot.Enjoy tropical sunsets and ocean views from every room. Listen to the oceans symphony of waves breaking on the nearby...
3bd 2ba Lovely Home in the Heart of Poipu 2 min walk to Hyatt and Poipu Beach
Poipu Beach is the place to spend your vacation! Somewhere you are close to everything you want to do! This spacious and accommodating 3 bedroom, 2 bath home is centrally located in a prestigious South Shore neighborhood, at the end of a cul-de-sac, in the heart of...
SK 316 Spacious OceanFront 2BD w Ocean Views
Sands of Kahana 316 Breathtaking Scenery & Convenient Location at the Sands of Kahana Resort FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch (seasonal), Dinner Sunset Sail, Snorkel Sail,...
Great for families, 3 bedroom tropical paradise steps to pool and ocean.
Relax, recharge, and let your tropical adventure begin at Puamana 80-2, a beautifully updated three-bedroom townhome offering spacious living and modern amenities. Enjoy relaxing on your expansive private lanai overlooking a lush greenbelt, perfect for grilling and...
Kauhale Makai 433: Oceanview 2BR/2BA Condo with Lanai & Resort Amenities
Welcome to Kauhale Makai 433 with stunning ocean views! This spacious 2bd/2bath offers the perfect paradise getaway! Enjoy a gorgeous Maui sunset or a peaceful morning on your private lanai. Watch whales breaching, during season, or dine alfresco with seating for...
Panoramic island/ocean views from our beautifully elegant and spacious suites
Located on the dry-side of Kamuela (aka Waimea) our newly appointed Mauna Loa Suites offer you stunning views of both our islands tallest mountains Mauna Kea and Mauna Loa as well as the vast Pacific Ocean. We are in a quiet and private residential location with a large...
Last Minute Spacial! Oceanview's on 31st Flr
**Notice:There is a one time check-in fee of $50.00 and $30.00/daily resort service fee for unlimited access to the building resort facilities. This fee is mandatory and must be paid during check-in at the hotel front desk.The daily parking rate is $39.00. Tax(17.962%)...
Stunning Ocean Views-Top Floor-2 bedroom/Family friendly- AC throughout!
E komo mai - Welcome to G404 at the Papakea oceanfront resort! We are so happy to see guests returning to our beautiful North Kaanapali oceanfront resort. The Maui and West Maui community welcomes you, your family and your friends. Please spread the word in your...
Sunset Kahili 403, Oceanfront, 4th Floor in Poipu Come Enjoy the view!
Located in the heart of Sunny Poipu, Sunset Kahili 403 affords a breathtaking panoramic view of the ocean. This fourth floor condo is completely refurbished and smarty decorated, with all of the comforts of home. The bedroom, with a cal-king bed and full en-suite can be...
Sea Village 2nd floor Direct Oceanfront unit with A/C and extensive upgrades
Lovely oceanfront 2nd floor unit totally upgraded and showing beautifully. MIni-split A/C units were recently added to both bedrooms, along with the stand alone A/C unit in the living room. Lanai seats four for outside dining with fab views of Kona Bay and those...
Beautifully updated golf villa with ocean view
Kapalua Golf Villa 20V3 is a luxurious 1-bedroom, 1.5-bathroom villa that can accommodate 2 guests. It has everything you need to enjoy paradise. Be taken away with the beautifully decorated living room with stunning green golf course and Pacific ocean views. Prepare...
Ocean Front, Beach access! Cute Ground floor, Unit 104. Steps to the ocean!
We would like to welcome you to our #104 Ocean Front “home by the sea” in West Maui. Step back in time and visit romantic old Hawaii during your stay at this unique condo. When you enter, our tropical and colorful décor will welcome you. This unit has reflecting mirrors...
1 BR/ 1 BA Ocean Front Lush Garden View Condo - Steps from the Beach
Located on the north end of the world acclaimed Kaanapali Beach, Paki Maui is its own island of tranquility. Paki Maui is a four-story, three building, 108 apartment structure located directly on the ocean with a sand beach and a double-reef so you can swim and snorkel...
@ Marbella Lane - Breezy Studio@Diamond Head Beach Hotel
Summary:Located in the Gold Coast, a highly desired area between Waikiki and Diamond HeadStudio is spacious with lots of natural light and cool ocean breezesSelf-check-in with easy to find lockbox at the entry gateAdhere to strict CDC guidelines on cleaning and...
Stunning *BEACHFRONT*Condo will FULL Ocean Views!
*This property has undergone a stunning remodel! Brand new flooring throughout, furnishings, and colors of the walls. We invite you to enjoy the modern feel!Welcome to your idyllic retreat in paradise! Nestled along the pristine shores of Maui, our recently updated...
VI 208 Remodeled West Maui OceanFront 2BD w Ocean View
Valley Isle 208 Remodeled Island Style Tropical Getaway OceanFront 2Bedroom. Wake Up to Ocean Views. Enjoy Whale Watching and Evening Sunsets on Furnished Lanai. FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your...
MRR Presents Kaanapali Ali'i 274 - Remodeled 7th Floor 2BR w/ West Maui Mountain & Partial Ocean Views!
Beautifully remodeled, suite 274 is a fantastic 2 bedroom partial oceanview suite at the acclaimed Kaanapali Alii boasting gorgeous West Maui Mountain and ocean views from its 7th-floor vantage point. Brand-new upgrades include a new sectional queen sofa sleeper, a new...
🏖️Ocean Front Beauty | Walk to Beach | Concierge Included | vrKCV
vrKCV - Hale Pohaku 3, Professionally Managed by Kona Coast Vacations Welcome to Hale Pohaku 3 – Elegant Oceanfront Condo with Panoramic White Water Views!Couples and families alike will fall in love with this beautifully situated oceanfront retreat, where you can relax...
Hanalei Bay Resort 7101, Studio w/ AC Private Lanai.
Hanalei Bay Resort unit 7101 "Honu Hideaway" is a privately owned and cared for resort studio condo featuring countless amenities to please every guest. My home away from home has been upgraded and remodeled with quality furnishings throughout. It features a breakfast...
New Listing! Pacific Shores B203! Stunning remodel! Excellent Kihei location!
Stunning remodel and an ideal Kihei location create beachy perfection for your island getaway.Relax on your own private lanai. Feel the wonderful trade winds and take in the island scents from the beautiful Plumeria trees and Hawaiian foliage. The lanai furnishings...