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.
KRV 1521 Luxurious Kapalua Ridge Condo w Ocean Views
Kapalua Ridge Villas 1521 Luxurious 1Bedroom Kapalua Villa on Golf Course with Ocean Views for a Relaxing Getaway From Furnished Lanai Kapalua Ridge Villas 1521 is situated at the top of Kapalua Ridge, providing the best ocean views from your private lanai! This 1...
Penthouse Oceanfront Condo with AC and Fabulous Views #407
Walk into our beautiful condo, step out on the large lanai, enjoy the fabulous ocean view, and you know that you've reached your ultimate vacation destination. There is truly no reason to leave as you sit on the lanai, sipping your coffee or drinks and view the surfers...
❤️PiH❤️ BLUE LAGOON★Hilton Resort Pass★Heated Pool & Spa
Blue Lagoon Villa brought to you by Paradise in Hawaii Luxury HomesWelcome to the professionally decorated Blue Lagoon Villa, a part of our Hawaiian Luxury Collection. Blue Lagoon at KaMilo is a wonderful large single-level 4 bedroom home that includes three bedrooms in...
Farm Stay Cottage on Organic Farm
The farm stay cottage is an attractive, hand-crafted 500 square foot wooden guest house – completely self-contained and away from the main house. It overlooks our vegetable garden. It is landscaped with lush, tropical plantings to insure your privacy. Decorated in...
Beautiful 2 bedroom Condo @ Kona!
You can't ask for much more than the beautiful surrounding vistas of Kailua-Kona, but since this is the Big Island - there is so much more to discover and more. Stroll down Ali'i Drive where you'll find premium shopping and exquisite dining. Take a day trip to Hapuna...
Kihei Kai Nani 238 - Garden View 1 Bedroom, Split AC, Steps to Kamaole II Beach!
Tucked away within the quiet rearward part of this tranquil, low-rise resort and nestled in the Maui tropical greenery that sways just off the lanai, Kihei Kai Nani 238 is an elegant second floor one-bedroom condo is less than a two-minute stroll from stunning Kamaole...
2-Bedroom Villa in Paradise - Ko Olina Beach Villas
A beautiful 2 bedroom condo at the exclusive Ko Olina Beach Villas.This luxurious villa is located on the white sandy beaches of one of the best semi-private Lagoons in Oahu. Even during the busiest season the limited resort access keeps the lagoon quiet and uncrowded,...
Partial Ocean View Waikiki Studio with AC, WiFi, Access to Pool & More!
Aloha from Waikiki! BUDGET-FRIENDLY condo but with great views! The Hawaiian Monarch is centrally located near the Hawaii Convention Center, Shopping at the World Famous Ala Moana Center, and exploring the beautiful beaches in the world! We are not a part of the hotel,...
Wilikeiki - a 1br/1ba cottage on the beach in Hanalei - with Wilikoki
TVNCU-1327 - TA# 168-954-4592-01 Wilikeiki is a one bedroom, one bath beach front cottage situated next to Wilikoki. The cottage includes a full kitchen, separate bedroom and bath, cozy reading corner, dining area, and lanai. There are beautiful ocean views from the...
Paradise in Maui - the Maui Kamaole Resort!
We offer affordable luxury in Kihei, Maui's premier condominium resort, Maui Kamaole. This is a garden view condominium, completely furnished. The complex is low rise, and we are on the ground floor (garden and private lanai).The Maui Kamaole Resort complex has two...
Kamaole Sands, Building 5, Inner Courtyard, King Bed
Building 5 - located in the back of the property, farthest from Kihei Rd. This upscale property is located in beautiful, sunny South Kihei directly across from the Kamaole III beach. The complex is set on 15 acres of lush tropical gardens including fountains and a...
Oceanfront Paradise at Sugar Beach PH35 | Direct Ocean Views | 2 Bed/2 Bath
Oceanfront Paradise at Sugar Beach PH35 | Direct Ocean Views | 2 Bed/2 BathExperience the magic of Maui from this stunning oceanfront penthouse at Sugar Beach Resort. With breathtaking views of Maalaea Bay and luxurious amenities, PH35 offers the perfect blend of...
Beautiful spacious 5 bedroom condo with AC in the heart of Poipu, walk to beach
Spacious condo in Regency complex of Poipu Kai resort. Next to walking path to beaches, dining, walk to shopping. Great for families, or couples who like to travel together. Two lanai areas to enjoy the ocean breezes and access to the pools at Poipu Kai. Also includes...
Panoramic View 11th Floor- Best Location!
Ocean view condo at The Whaler. Fantastic views One bedroom one bath. The condo is on the 11th floor in tower two, located one in from ocean front with fantastic ocean views. Fully equipped, fully furnished, air-conditioned, with full kitchen, and very clean! One of the...
Affordable Luxury steps from the beach
Enjoy Affordable Luxury in Sunny Kihei, MauiThe deluxe one bedroom condo is located in a beautiful tropical setting at the Kihei Kai Nani complex in Kihei, Maui. Just steps from the beach and a pristine pool on property, the condo sleeps 2 guests comfortably. The...
Kailani #308, AC, Gorgeous Oceanfront, Top Floor, Sunrise, Moon Rise Views!
Kauai Kailani #308, Kapaa, Hawaii. Oceanfront Kauai vacation rental conveniently located on Kauai’s Royal Coconut Coast. This cute boutique condo is walking distance to shops, restaurants, coffe shops and more! Accommodates up to 4 guests, including children and...
Maui Banyan Unit T-304: Family Size 3 Br Garden View Suite allows 8 guests
Conveniently located across the street from Kamaole Beach Park II, this large 3-bedroom, 3-bathroom S. Kihei vacation rental offers ample space for everyone in your entire family/group to allow for maximum comfort. The owners were very thoughtful of the furniture,...
Beautiful 2 Bedroom Condo
Hawaii STVR # 19-345636 Hawaii Tax ID: 067-120-7424-01We owned a timeshare on Hawaii for over 20 years and we purchased this condo in Waikoloa based on years of experience in 2010. Close to the finest beaches in Hawaii. Minutes from the best scuba diving in all the...
1 Mile from Kalapaki Beach, A/C 1 bedroom home
Malu Kauai is situated in a small neighborhood called Niumalu. Three miles from Lihue town core this 1 bed/1 bath detached home is centrally located, clean and well cared for by the Owners. Includes a full kitchen, a lanai with awning, an outdoor grill, washer/dryer...
Kaha Lani #109, Ocean View, Swimming Pool, Ground Floor, Free Wi-fi/Parking
Welcome to Kaha Lani Resort #109 - Your Oceanfront Retreat in Wailua, Kauai!Experience paradise at our beautiful oceanfront resort nestled on Kauai's Royal Coconut Coast. Perfectly situated between parks, a golf course, and the ocean, Kaha Lani Resort offers a serene...
White Sands Village #222 Across from Beach
Summary:Welcome to 222 White Sands Village! Ideally situated just steps from Magic Sands Beach and La‘aloa Beach Park, this 2-bedroom, 2-bath condo offers partial ocean views from both the spacious lanai and bedrooms. 5-night minimum stay required.The Space:Located...
2 Bedroom ocean front. 225. special 1 Month out.
Are you booking less than 30 days before arrival?!!ASK FOR THE LATE BOOKING SPECIAL $275.day rate/5 day stay,One day free with two week booking.Small complex away from the crowds 73 North Kihei road on a four mile beach that stretches past a bird sanctuary in the north...
Fantastic Wailea Ekahi Beachfront Condo 45F
Welcome to my sunny Wailea Paradise! This refreshed and tastefully decorated second-floor condo (Unit 45F) has fantastic ocean and garden views and is the perfect spot for a romantic getaway or family vacation. Keawakapu Beach is just a short walk away through...
WaikikiLux 509 Waikiki
Our side by side units are located right in the heart of Waikiki where almost everything you desire is within walking distance, great for families or business associates traveling together. Clean updated fully equipped units. Full kitchens, linens, bath/beach towels,...
Seascape: Oceanfront Studio with Panoramic Pacific Views – Relax and Embrace Ocean Bliss!
Welcome to Seascapes, a newly added second-floor oceanfront studio at Islander on the Beach. With sweeping panoramic views of the Pacific, this charming retreat invites you to relax, recharge, and experience the peaceful rhythms of life by the sea along Kauai's Royal...
Oceanfront studio with patio, terrific views, full kitchen & outdoor pool
Kapa'a Sands 08Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This charming studio is on one of the highly desired ground-floor, beachfront retreats at Kapa’a Sands. Sit on your...
Malia Makai – E – Egret – Beautiful Remodel, A/C, Ocean View
Summary:Beautifully remodeled 2-bedroom cottage with full A/C and ocean views—your modern tropical retreat in the heart of Poipu..The Space:MALIA MAKAI E AT KOLOA KAI VACATION RENTALS – EGRETYour Sleek Tropical Escape with Ocean ViewsWelcome to Malia Makai E – Egret, a...
Hale Ani: Oceanfront Kauai Vacation Home - Steps Poipu Beach!
Located just footsteps from Poipu Beach and Brennecke Beach, this selection from our Kauai cottages offers its guests a spacious and relaxing place to settle in and enjoy island-style beach life. Hale Ani is a comfortable and charming Kauai vacation home with an...
Dragonfly Healing Farm
Cozy Ohana, located on a beautiful 5 acre working avocado farm. Picture perfect ocean views away from the hustle and bustle of Kona, but close enough to have a great day in town to return home to your quiet piece of paradise. Your 300 sq ft lanai has an unobstructed...
A Slice of Paradise in Oceanfront Condo (Island Sands)
Location, location, location! Wake up to diamonds sparkling on the ocean top. Spectacular top floor views of Makena, Molokini crater, and the Island of Kahoolawe. Whales in full view from our lanai during whale season, all while enjoying your morning coffee and fresh...
KBM Resorts | FREE CAR | Kaanapali Plantation Villa | Ocean view | 3-Bedroom Condo, Recently Remodeled! KPL-46
** 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...
Easy Big Island Living! Ocean-Front Pool, Tranquil Lanai, Lava Rock Grill.
Wonderful condo located in an ocean-front property just minutes from downtown Kona. The condo features tile floors, fully remodeled kitchen, a brand new split-system AC, remodeled full bathroom with step-in shower, recently replaced queen Murphy fold-up bed, plenty of...
Gorgeous interior with oceanfront location
Noelani 113 is a beautiful Studio condo located on the first-floor featuring amenities such as panoramic ocean views, a private lanai, and air conditioning. This spacious condo can accommodate up to 2 guests with a king-size bed. The spacious main living area includes...
KKSR#3204 DIRECT OCEANFRONT, 2ND FLOOR CORNER, SPECTACULAR VIEWS! NEW REMODEL
JAWDROPPING REMODEL COMPLETED IN SEPTEMBER 2023! Top to bottom fully redone, truly amazing. You'll notice incredible changes with high end finishes throughout the space. The Design of the interior's attention to detail is second to none. You won't find a more unique &...
'Palekaiko' our Hawaiian Paradise! Beautiful Golf & Mountain Views
The unit DOES NOT have Air Conditioning. The unit is an end unit bordering Waikoloa Drive, so there is road noise especially during busy commute times. We are definitely not a 5 star resort, value for the money is what we offer. Please review all customer reviews for...
Resort Living on the Coconut Coast
This lovely Pono Kai unit can be found on the Coconut Coast in Kapaa, Kauai. Offering guests a beachfront resort experience in a convenient location! This 1-bedroom, 1-bathroom Resort Condominium is located in the ideal Building H on the second floor. Featuring a cozy,...
Noelani #306 is Maui Living At Its Finest
This property is hotel zoned, and not being affected by the recent proposed legislation.Welcome to Napili Point B35 nestled in the heart of Napili. This exquisite one-bedroom, one-full bath retreat offers the perfect blend of comfort, convenience, and breathtaking ocean...
Puu Poa #414 - stunning ocean bluff views
Puu Poa #414. TA#185-902-5408-01 TMK # 4-5-4-12-11-56 - At Puu Poa PointThe best unit in the entire complex. Recently renovated from top to bottom, this comfortable two bedroom, two bath condominium located on the edge of the Princeville Bluff. Wide open ocean views....
Mokuleia Beach House - Your Escape on the Beach!
Aloha! Welcome to the - Mokuleia Beach House - on the North Shore of Oahu, Hawaii. The Mokuleia Beach House is a family owned beach house situated in a private section of Mokuleia. Approximately 30 minutes from Honolulu and Honolulu International Airport, and only ten...
Malia Makai - G - Starfish - A/C - Beautiful Views of the Poipu Coastline
Summary:Malia Makai - G - Starfish - A/C - Beautiful Views of the Poipu CoastlineThe Space:MALIA MAKAI G AT KOLOA KAI VACATION RENTALSSTARFISHYour Tropical Oasis in PoipuWelcome to Malia Makai G – Starfish, a charming 2-bedroom, 1-bathroom cottage offering the perfect...
Beautiful 2 Bedroom Hukilau Beach Apt.
30 days minimum. This newly remodeled rental is located in Laie on Laie Bay on the famous Hukilau Beach. From the second-story front door landing you have a view of the warm waters of the Pacific Ocean. Your view from the bedroom balcony looks out on the Laie Hawaii LDS...
Unwind and Immerse Yourself in Stunning Ocean Views with AC- Kihei Surfside #305
Kihei Surfside #305 – Stunning Ocean Views with Comfortable Island Living and Split ACWake up to the sound of ocean waves and breathtaking panoramic views at Kihei Surfside #305. Located on the third floor of this iconic South Maui property, this 1-bedroom, 1.5-bathroom...
Shipwreck Beach Cottage...Stand Alone Unit..Walk to the beach and GRAND HYATT
Shipwreck Beach Cottage is a PREMIER condo at Poipu Sands is a STAND ALONE unit, with NO NEIGHBORS above or on any side. It just underwent a COMPLETE MAKEOVER with new furniture, floor coverings, paint, and accessories. This one will WOW anyone who chooses to spend...
Spacious 2-Bedroom + Loft @ the Kona Coast Resort
Welcome to your home in paradise! Feel the peaceful trade winds and soak in the island atmosphere from this beautifully remodeled 2-bedroom townhome with bonus loft bedroom at the renowned Kona Coast Resort. With tasteful island décor, modern upgrades, and ductless A/C...
Steps from a Sandy Beach_ Maui Banyan Resort!
This lovely 1 bedroom with sofa sleeper in the living room and 2 bathrooms AIR CONDITIONED condo has an extra large lanai for extra comfort with views of the ocean. Its nicely appointed, and fully equipped with the conveniences you have at home! Its a favorite for many...
KGV 19T6 Last Minute Special at 2BD Kapalua Villa w Panoramic Ocean Views
Kapalua Golf Villas 19T6 Beautifully Updated 2Bedroom Kapalua Villa with Panoramic Ocean Views, Island Views, Central AC, Year Round Pools, and Close to Beaches, Restaurants, Shops Enjoy days on the beach at breathtaking Kapalua Bay just minutes away or experience some...
Private, Country Island Beach House
***THIS IS A MONTHLY RENTAL PLEASE MESSAGE ME WITH QUESTIONS***Description of Halekai Welcome to our little slice of heaven overlooking the tropical waters of the pacific. This property is located in the quiet little town of Laie on the part of the Island that is what...
IS 210 OceanFront Condo w Expansive Ocean Views Pool AC
Island Sands 210 1Bedroom Condo Tranquil Oceanfront Getaway for Relaxation and Enjoyment FREE daily activities included with your stay value up to $554! Complimentary admission, every day of your stay*: Whale Watching (seasonal), Sunset Dinner Cruise, Molokini Snorkel...
Kona Isle E23 DIRECT OCEAN FRONT, REMODELED, 2nd floor, Gorgeous 1/1
Welcome to your beach paradise! This stunning oceanfront vacation rental offers breathtaking views of the sparkling blue waters right from your doorstep. With a Newly beautifully remodeled kitchen completed in May 2024 that is sure to impress. The kitchen features sleek...
Kuono at Volcano.
Set out on an adventure and return to a retreat of peace and relaxation just five minutes from Volcano National Park. Open the red front door to KÅ«ono at Volcano to find 14 foot floor to ceiling windows connecting you to the outdoors. Nestled in a forest of beautiful...