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.
View Stunning Sunsets in this Ocean View 1 Br @ MVC Ko Olina Beach Club 4/29-5/6
Spectacular Views at Marriott's Ko Olina Beach Club in Oahu is a dream destination with its private lagoon, family-friendly beach, and three pools, including a heated kids' pool with slides. Nestled in lush Hawaiian gardens, this resort offers spacious villas with full...
Tropical Garden Haven PF-E204
Pono Kai's pool and spa will be closed January 6-31, 2026 for the installation of the new pool deck fencing.The Kapaa Public Pool, located less than one mile from the resort, is open to the public.Welcome to Your Own Slice of Paradise!This charming 1-bedroom, 1-bathroom...
Christmas 2026 - Marriott Maui Ocean Club 2BR Oceanview nDec 19-26, 2026 ONLY!
Our villa is ONLY available in 2026 from Dec 19-26, 2026. What's better than spending Christmas in Maui!!Looking for Paradise – you’ve found it here!Amid the azure Pacific, along the crystal sands of Kaanapali Beach, Marriott’s Maui Ocean Club is an island jewel among...
Serene 2-bedroom bungalow in Waimanalo
This memorable bungalow is the perfect home base for your trip to Waimanalo. With 2 cozy bedrooms featuring 1 queen bed and 1 twin bed, along with 2 bathrooms equipped with showers, this place is perfect for small groups or families. The living room even has a comfy...
Ka Eo Kai Resort 2 BR w/ POOL & HOT TUB
Set atop Anini Bay, Ka Eo Kai embodies the spirit of the "Garden Island," offering an array of nearby recreational activities like zip-lining, family adventures, horseback riding, and golf. Tucked within lush tropical gardens, the resort provides easy access to Kauai's...
Beautiful beachfront paradise for lovers in North West Oahu Hawaii
This beachfront unit sits on the white sand of one of the most beautiful private beaches of Oahu. Imagine sleeping hearing the sounds of the crashing waves of the beach. Splash into the crystal clean turquoise water for your best scuba diving experience. Watch hundreds...
Samurai House by Gather: Oceanfront Estate w/ Infinity Pool & Theater
Welcome to Samurai House by Gather, an extraordinary oceanfront estate on Oahu’s North Shore. This five-bedroom, eight-bathroom retreat blends Japanese-inspired architecture with modern island luxury. With over 5,800 sq. ft. of interior and outdoor living space, Samurai...
Relaxing & Cozy Coastal Studio with FREE Parking!
Aqua Palms Waikiki ranks as one of Oahu's most popular getaways.This relaxing and cozy studio is conveniently located in the heart of Waikiki, just a few minutes walk from a variety of tourist attractions, activities, and shopping centers.This Relaxing & Cozy Coastal...
Maui Kaanapali Villas #518: Studio Ocean View condo.
Maui Kā’anapali Villas #A518: Studio Ocean-view condo at Beach Front Resort on N. Kaanapali BeachThe space:This condominium is located in the Aloha Tower, the central hub of the property. Situated on the 5th floor, this unit boasts panoramic views of the property, with...
Wailea Ekahi Village 42D - 1 Bedroom Garden View Condo
"Welcome to your serene oasis at Wailea Ekahi Village 42D, a meticulously designed 1-bedroom garden view condo that promises an unforgettable stay. This charming retreat features a king-sized bed in the bedroom, ensuring a restful night's sleep, and a cozy living room...
Honua Kai Konea 342 Partial Ocean View 2 BD 2BA
- Exclusive on-site provider with the only homes that meet the prestigious AAA 4-Diamond designation - Partial ocean views from private spacious lanai with dining table, chairs and glass railings for optimal views - Oversize accordion glass doors fully open to expand...
Modern Studio near Waikiki Beach
The modern studio is quaint and efficient, and just newly renovated! It is only 2 blocks from Waikiki Beach or about 5 minutes walk. The studio is private with its own entrance. This studio fits a single guest perfectly but can accommodate up to 2 with the trundle bed....
New Listing! Royal Kahili, 2BR,Oceanview, Pool,BBQ
Royal Kahili A404 – Oceanview 2BR/2BA Condo | Sleeps 6 | AC + Lanai | Prime Ali‘i Drive LocationWelcome to Royal Kahili A404, your private island escape located right along iconic Ali‘i Drive in the heart of Kailua-Kona. This spacious and beautifully maintained...
Upgraded Unit w/ Beautiful Ocean Views -MAKENA SURF RESORT, #F-108
Makena Surf F109Welcome to Makena Surf F-109, a luxurious ground-floor condo in the exclusive Makena Surf. With its prime beachfront location in South Maui, this gated community offers natural beauty and sweeping views of Molokini, Kaho'olawe, and the Pacific...
Lux family-friendly. Steps to beaches, restaurants & shopping.
Step into the enchanting paradise that is Honu Hale, aptly named Turtle House in the language of Hawaii. This mesmerizing 3 bedroom, 3 bath beachfront sanctuary beckons with its unparalleled beauty and a prime location just a leisurely stroll away from a stretch of warm...
Hawaiian Hale, farmhouse in Anahola, Kaua’i central & family friendly.
This home is perfect for visitors who want an authentic Kauai Experiance. Nestled in the majestic north east village of Anahola, a native Hawaiian community, this remodeled home is spacious and clean. Enjoy the views of Kalalea Mountain, and the sounds of the ocean. We...
Discover Tropical Bliss: Marriott's Maui Ocean Club - Your Family’s Hawaiian Dre
Set on the iconic Ka’anapali Beach, Marriott’s Maui Ocean Club - Molokai, Maui, & Lanai Towers offers the ultimate tropical getaway. Picture-perfect golden sands and crystal-clear waters await just steps from your luxurious accommodations.Family-friendly suites provide...
Valley Isle Resort #710 - Vacation West Maui
Experience the ultimate Maui getaway at Valley Isle Resort #710, a beachfront paradise offering stunning corner views of Kahana Bay. This beautifully appointed condo combines modern decorations with breathtaking oceanfront scenery, perfect for a relaxing...
Maui Resort Rentals: Honua Kai - 5 Total Bedrooms, Gorgeous Ocean AND Lush West Maui Mountain Views!
This tandem pairing combines three fantastic 5th-floor suites to create a 5BR/5BA offering featuring incredible mountain and ocean views. Both suites 511 and 513 overlook the lush interior courtyard and pools and provide stunning full ocean views while suite 512 offers...
2 Double Beds with Lanai – Ideal for Families
This 242 sq. ft. room, perfect for families, offers two double beds and a private lanai with vibrant cityscape views. Located between the 3rd and 9th floors, this room provides air conditioning, free Wi-Fi, and modern amenities to ensure a comfortable and memorable...
Kauai Beach Villas Resort- Kapaa Kauai, Hawaii - 1 Bd Suite
Kauai Beach Villas is a cozy resort that is right on the sand immediately north of one of the best beaches on the island and only one hour from the island’s North and South Shores. Take a few steps from the resort and you will find yourself on the soft sand beach with...
Honua Kai Hokulani | 3 Free Rental Cars | KBM Resorts | Grand Suite | 3 Units, 7 Bedrooms | ML-1121
** 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...
Maui Resort Rentals: The Whaler 760 - 7th Floor 1BR w/ Stunning Ocean, Courtyard and Mountain Views!
Whaler 760 delivers spectacular ocean views that extend to Maui's neighboring island, Lanai, in addition to gorgeous vistas of the lush West Maui Mountains. This luxurious 1BR/2BA 7th-floor suite offers over 900 sq ft of interior living area in addition to over 200 sq...
Waikoloa Fairways A207 Golf Ocean View 2B/2B
Waikoloa Fairways is located in the Waikoloa Village, Waikoloa Fairways address is 68-1754 Melia Street, Waikoloa, HI 96738- Guest check in at Hawaii Vacation Condos by Outrigger’s office located off property at the Kings' Shops, 69-250 Waikoloa Beach Dr., Suite B-13....
Modern, Comfortable With Great Amenities! Perfect Location In Waikiki
Experience the perfect blend of comfort and style in this beautifully updated condo, featuring island-themed furnishings and modern appliances. The fully equipped kitchen includes a dishwasher, built-in microwave, and all the essentials for preparing meals at home. A...
Poipu Kai Makanui 422 - Two-bedroom Garden View condo on the island of Kaua'i.
Poipu Kai Makanui 422 - Two-bedroom Garden View condo on the island of Kaua'i. Primary bedroom: King BedPrimary bathroom: full bath ensuite with shower/tubBedroom 2: QueenSecond bathroom: full bath with single showerLivingroom: naAC: naLaundry: in condoBrew coffee...
Cozy 2BR Condo Great for Families
We invite you to take in the state’s stunning Central Coast at Pismo Beach. Perched on an oceanfront bluff overlooking a beautiful beach, our hotel features inviting spaces, the area’s premier spa, and delicious coastal cuisine. Throughout your visit, you’ll find...
Ko'Olina Beach Club 1 Bed Villa
If you want to truly relax, follow the thousands who have stayed at the 640 acre gated premium vacation ownership resort, Marriott Ko Olina Beach Club. Nestled on the West side of Oahu, this resort is surrounded by clear blue waters and a picturesque lagoon. Soak up the...
Ocean Tower, a Hilton Grand Vacations Club - Studio Penthouse Premier - Ocean View - SH3
Luxury Penthouse Studio — Stunning Ocean Views at Hilton Waikoloa Village Property Overview Studio • 1 King Bed • Sleeps 2 • Ocean View — ~438 sq. ft. Located within the breathtaking Hilton Waikoloa Village Resort on the Kohala Coast, Ocean Tower offers the perfect...
Alii Cove HH21 Beautiful Top Floor Spacious 3 Bedroom with AC
Peaceful Oceanview Retreat at Alii Cove – 3BR Top-Floor Condo in Kailua Kona Escape to the sun-kissed shores of Hawaii’s Big Island and experience the ultimate island getaway at our stunning 3-bedroom, 2-bathroom top-floor condo at the highly sought-after Alii Cove...
CW Shearwater Resort | 2BR/2BA King Balcony Suite
Summary:CW Shearwater Resort | 2BR/2BA King Balcony Suite• Size: 1316 - 1368• Kitchen: Full• Baths: 2• Accommodates: 6 Guests• Beds: King Bed - 1 Queen Sleeper Sofa - 1 VariesRoom Amenities• Ceiling Fan• Hairdryer• In Room Safe• Washer/Dryer In Unit• DVD Player•...
Castle Point Estate by Gather: Oceanfront w/ Pool, Spa & Lanais
At Castle Point Estate in Kailua, panoramic views of Kailua Bay and the Mokulua Islands unfold from a nearly 33,000-square-foot parcel with over 110 feet of ocean frontage. This Balinese-Hawaiian-inspired single-level estate blends exclusivity with resort-style living,...
Honua Kai Hokulani | 2 Free Rental Cars | KBM Resorts | Large Floorplan | 2 Units, 4 Bedrooms | ML-1760
** 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...
Ka Eo Kai Resort 1 BR w/ HOT TUB & POOL
Overlooking Anini Bay, Ka Eo Kai perfectly captures the ambiance of the "Garden Island" while offering a variety of nearby recreational options including zip lining, family fun adventures, horseback riding and golf. Set amidst a lush tropical garden, the resort offers...
Charming 2 bedroom 2 bath Hotel with AC in Kailua-Kona
One week stay minimum of 7 nights only available 12/19 to 12/26/25. Located in Kailua-Kona, enjoy what this 2 bedroom suite hotel has to offer. With a king bed, queen bed, and sofa bed, guests will find a delightful and soothing space to relax. The property features...
Waipouli Beach Resort B402 Ocean View 2 BD 3 BA
- 4th floor spacious condo with 3 balconies- 1,312 square feet / 122 square meters- Maximum 6 persons including children and infants- 1 king bed, 1 queen sofa bed, 1 Queen Bed- Crib on request at no charge- Aerobeds on request at 15 USD per night- TV with cable channels...
Lush Garden View w/A/C, WiFi and Lanai-Kamaole Sands
Kamaole Sands - Unit #8103 On The Ground Floor: This charming one-bedroom/two-bathroom unit features light rattan furniture with pops of color in the accent furniture and artwork. The open-concept layout and design were created with to create a relaxed ambiance.Upon...
Nature Accommodation on a Sustainable Farm in Kealakekua Bay, Hawaii
Main House Suite with Private Bathroom and Kitchenette. Sleeps up to 3. Additional person charge of $29 above 2 persons. Welcome to our suite, one of the finest vacation rooms for rent in Hawaii. This has always been our VIP guest room. It is a beautiful airy room with...
KAS 8409 Ocean Views from this Freshly Updated 2BD
Kamaole Sands 8409 NEW LISTING Enjoy Ocean Views from this 2Bedroom, 2Bathroom Condo, Conveniently Located Within Walking Distance to the Beach! FREE daily activities included with your stay value up to $554! Complimentary admission, every day of your stay*: Whale...
New listing! Lovely Poipu Condo with Gym and Pool
Spacious South Shore Condo with Mountain Views and Resort AmenitiesDiscover this sophisticated 1,576 sq. ft. two-level retreat in Pili Mai, offering spectacular mountain and tropical landscape views in desirable Poipu.Property Features: • Spacious, open floor plan with...
Penthouse Condo with Ocean & Diamond Head Views at The Windsor
This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.*This property is new to our inventory, so reviews are on the way! Rest assured, it has been carefully...
Honua Kai Konea | 2 Free Rental Cars | KBM Resorts | Extra Luxury Villa | 2 Units, 6 Bedrooms | ML-1451
** 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...
Three Bedroom PLUS separate Studio on same floor ocean View.
Note: If you are planning to sleep 9 or less guests you can save $150+ a day by only booking the three bedroom unit, please inquire.Ocean View 3 bdrm/2 full baths ocean view PLUS a separate Studio/1 full bath located on the top floors of one of the most distinct...
Aqua Aloha Surf Waikiki 804 Deluxe Studio with Lanai and Partial City Views
Aqua Aloha Surf Waikiki 804 Deluxe Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) Full/double bed, (1) Twin bed + (1) Queen sofa sleeper, sleeps 4, 367 St FtAqua Aloha Surf Waikiki brimming with island personality offers a range of...
Pool House Studio with King Bed – Poolside Retreat
Stay poolside in this spacious 484 sq. ft. studio featuring a king bed, a sofa bed, and a convenient wet bar. With modern amenities like air conditioning, free Wi-Fi, and a flat-screen TV, this studio is perfect for a laid-back and refreshing escape.Key Features: •...
Coconut Plantation 1100-2: Elegant 3BR Condo Near Beach & Golf
Coconut Plantation 1100-2 welcomes you to an idyllic escape in Kapolei, HI, surrounded by tropical beauty and the comfort of resort-style living. This thoughtfully designed residence features 1,834 square feet of interior space and accommodates up to seven guests across...
Experience Unparalleled Luxury in a Mountain View Studio at Marriott’s Ko Olina!
Indulge in a serene escape at Marriott’s Ko Olina Beach Club, where your villa is surrounded by crystal-clear waters and a breathtaking lagoon. Nestled within a lush, gated community on the stunning island of Oahu, our premium vacation ownership resort offers the...
Hibiscus Hale - Perfect for 2!
Take it easy at this tranquil getaway on Oahu`s North Shore. This eclectic container-turned-guesthouse is insulated & cooled with 2 split A/C units, has a cozy queen bed with all the amenities - Wifi, smart TV, off-street parking right in front of your unit & outdoor...
Breathtaking Location! 2 Modish Units, Near Hulihee Palace, Kona Snorkel Tours!
Your adventure to the Kona Coast starts at this oceanfront Big Island property, just steps away from the sun, sand, and surf. Guests will enjoy spectacular dining options, including a waterfront restaurant and poolside bar. The on-site spa and fitness center offer a...