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.
Sunset Hale: Spectacular Oceanview Home w/Private Pool & Spa, AC & Lanai
Sunset Hale by Gather | Private Kona Retreat w/ Ocean Views, Pool & Lanai – 30-Night MinimumSunset Hale welcomes you to elevated island living on the sunny slopes above Kailua-Kona, where distant Pacific blues, fragrant palms, and a private stone lap pool create an...
Waikiki Banyan Condo With Panoramic 37th Floor Ocean Views by Koko Resort Vacation Rentals
Panoramic 37th Floor Ocean Views, Free parking & Wi-Fi The pool and all associated amenities will be closed starting April 7, 2025,for an estimated duration of 10 to 14 months to accommodate the RecreationDeck renovation project. Enjoy panoramic views of the ocean and...
Charming 3br Cottage w AC, Ocean Views
New Listing! Welcome to Kukuiula Vacation Home #2, a charming ocean view beach cottage located in the heart of Poipu's desirable Kukuiula neighborhood. This single-story plantation-style home beautifully combines vintage Hawaiian charm with modern luxury, offering a...
Oceanfront Condo & Pool, Beautiful views & Sunsets
***Professionally Cleaned Condo, No-Contact Check-In/Check Out*** Welcome to Hale Hui Kai 309! This beautiful condo is located within a beach-bungalow style oceanfront Complex, situated on the long span of golden sand that is Keawakapu Beach in Kihei. This 2 bedroom/2...
On Wailea Blue Golf Course ⛳️with Ocean View. 🌊
Hawaii GE & TA Tax ID # G/T 006-824-3456-01 Taxes on total amount is 17.42%. Not included in the vrbo quote. Required is a signed rental agreement between guest and owner.This rental agreement is in addition to the deposit. After you initial and sign the agreement, it...
MAKAI SUNSETS, Waikoloa Vista A202, LUXURY CONDO ⭐️⭐️⭐️⭐️⭐️ 58+ 5 STAR REVIEWS
MAKAI SUNSETS-A LUXURIOUS OCEAN VIEW CONDO CLOSE TO THE BEACH AT VISTA WAIKOLOA - THE ENTIRE CONDO HAS BEEN COMPLETELY RENOVATED AND UP TO DATE! THIS 2ND FLOOR CONDO IS IN ONE OF THE BEST LOCATIONS ON THE ISLAND! WALK 8 MINUTES TO A BEAUTIFUL WHITE SAND BEACH! OVER 1400...
SPACIOUS LUXURY - OWNER DIRECT - OCEAN peek-a-VIEW
Aloha! Welcome to our Maui paradise and your personal getaway to relax and regenerate. Whether this is your first trip to the Valley Isle or you’re a regular visitor, thank you for giving us the opportunity to host your special vacation. Bougainvillea-109 is one of the...
Beautiful 1 bedroom/2 bath condo centrally located
Enjoy the lush beauty of Maui from this single level one bedroom, two bathroom condo located at Kamaole Sands in Kihei. Take a swim at the resort pool or at Kamaole Beach Park just across the street!At Kamaole Sands 8-203, you can relax on your beautiful lanai while...
Koa Lagoon- Beachfront - Spectacular Location with Incredible Views
The top floor ( 6th floor) Corner unit makes this a prime location! A beachfront location with a panoramic views of the gorgeous Pacific Ocean. This property is upgraded and updated with an open floor plan and two bedrooms and two bathrooms. The decor is tasteful and...
Ocean Front, Edge Of Cliff - Feel & See Every Crashing Wave From All Room
Full Ocean Front On Cliffs Of North Shore!Beautiful 2 bedroom/2 bath, ocean views from every room! Lay in bed from either bedroom & watch the crashing waves roll into the cliffs directly below unit! Both beds in each bedroom are Westin Heavenly beds!! Upgraded condo,...
Beachfront / Corner / Renovated / 2nd floor condo unit: F-204
Literally sitting at the waters edge, this elegantly furnished and tastefully designed ocean front condo is so close to the shore you almost feel like you can reach out and touch the water. It has an ocean view from every room except the guest bedroom which overlooks...
MK- D106: Convenient 1BR Condo, Lush Tropical Views
Embrace island living in this conveniently located, ground floor 1-bedroom, 2-bathroom condo at Maui Kamaole D106. The spacious open-concept layout features bedroom with a plush King bed with en-suite bath and a sleeper sofa for added sleeping flexibility. Enjoy your...
Escape to your private oasis perched on a cliff with a jungle view
Private island retreat with an awesome jungle view. Situated in an upscale Hilo neighborhood. Close to downtown, delicious restraunts, and a fun farmers market. This unit is a completely separate guest room that has a private entrance and private bathroom. Plus a...
Escape to Wyndham Kona Hawaiian: Island Vibes, Spacious Villas & Beach Bliss
Get ready for the ultimate family escape to paradise at Wyndham Kona Hawaiian Resort on the breathtaking Big Island of Hawaii! Nestled along the stunning Kona coastline, this family-friendly resort offers the perfect combination of relaxation, adventure, and Hawaiian...
Islander on the Beach ONE-BEDROOM unit #308, Top floor, incredible Ocean Views
NO RESORT FEE, FREE WIFI in the condo and FREE DEDICATED PARKING.Unique Top floor One-Bedroom unit #308 is one of the only two truly one-bedroom units available in the Islander on the Beach resort. It features a separate bedroom with a California King bed; living room...
Hale Nani: New Poipu Villa- Pool/Spa + Ocean Views
Breathtaking, sensational, divine. It’s impossible to overstate the appeal of this exceptional villa, with its spacious, elegantly appointed rooms and gorgeous grounds set against a dazzling backdrop of palm-fringed golf course, dramatic mountains, glittering ocean,...
Maui Resort Rentals: Kaanapali Alii 352 - Remodeled 5th Floor 2BR with Ocean and Mountain Views!
Maui Resort Rentals is proud to present this luxurious 2BR/2BA residence at the acclaimed Kaanapali Alii in the heart of Kaanapali Beach—newly launched on October 31st, 2025 to start taking bookings for check-ins starting April 27th, 2026!This 5th-floor corner suite...
Ocean view house, short walk to beach, lots of extras!
10 out of 10, Traveler Award winner for 2024. Hanalei Bay Villa 26 is one of our most popular Kauai vacation rentals with its great views, short walk to beach, and updated interior. Bali Hai sunset views are just steps away. This luxurious 2br/2ba home at Hanalei Bay...
Kona Ocean View Suite - Walk to Shops and Dining
Welcome to our dreamy Kona getaway! This newly refurbished, luxury beachy retreat is designed for relaxation and convenience in the heart of Kailua Kona. Great for the Sunsets! Walking distance from Kona's best restaurants and bars, it provides easy access to Ali'i...
PURE ELEGANCE*OCEANVIEW Renovated Condo in WAILEA
For travelers seeking luxury and an escape from life in the resort town of Wailea, this complex is one of the most exclusive sanctuaries. The newly renovated 1536 square foot condo is a spectacular beachfront vacation rental with panoramic ocean views and extensive...
Alii Villas#303 Fully Remodeled Top Floor unit with Ocean Views
Alii Villas 303 – Top Floor Remodeled Retreat with Ocean ViewsStep inside to find a bright, open-concept living area with updated vinyl plank flooring, tropical furnishings, and a spacious private lanai offering partial ocean views—perfect for guests to enjoy morning...
Ground-Floor Gem in Wailea Ekahi Village
Discover true island elegance in this beautifully updated ground-floor residence at Wailea Ekahi Village, one of Maui’s most sought-after beachfront communities for vacation renters. Set within 34 acres of lush, low-density tropical gardens, the property offers direct...
Kailua-Kona Oceanfront Home
Welcome to our exceptional oceanfront property, a luxurious home in one of Kona's most exclusive neighborhoods off Kailua-Kona’s scenic Ali’i Drive. With stunning views of Holualoa Bay and breathtaking ocean sunsets, this architectural marvel seamlessly blends luxury...
Exquisite Renovated Beachfront Haven - Experience Sugar Beach #329
SUGAR BEACH RESORT, #329One Bedroom / One Bath Oceanfront CondominiumWelcome to Sugar Beach Resort #329, a beautifully upgraded one-bedroom condo located in the heart of North Kihei. With koa wood flooring, modern upgrades, and panoramic oceanfront views, this condo...
Mauna Lani Islands Townhouse - Private location - Walk to Beach and Shops!
Welcome to Paradise! We hope to host your stay!B2 is located within the Mauna Lani Resort at The Islands at a private, gated community situated along the famed fairways of Mauna Lani golf course. Handsome townhomes set within gardens of flowering plumeria, hibiscus and...
Ocean Front Waikiki - Best Views! CALL NOW FOR APRIL/MAY CANCELLATION RATE!
Amazing oceanfront apartment on the 5th floor of Foster Tower Residences, overlooking Kuhio Beach and the landmark Duke Kahanamoku statue in Waikiki. This beautiful condominium has been completely renovated with all new updates in 2021. 2 full bedrooms plus 'bonus' room...
Stay in our Private Recently Updated Home in The Villages-Closest to The Shops!
Welcome to our luxe retreat in The Villages at Mauna Lani—a private, gated community offering rare tranquility just 124 yards from The Shops and walking distance to all resort amenities. Guests love our home for its exceptional privacy, spacious layout, and refined...
Ali'i Kai 1-202 · Beautiful Mountain View Condo in Princeville
Recently remodeled 2-bedroom, 2 bath condo close to many amazing beaches. This unit features great mountain views and you can even peek at the ocean from the dining area to check out the swell. Close to restaurants, spas, shops, golf, and tennis this is the perfect...
KBM Resorts | FREE CAR | Mahana | Oceanfront | Gorgeous 2-Bedroom Condo! MAH-301
** 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...
Professional Design Ocean View Private Apartment
Summary:Designed by Twin Islands Interior Design Group - Escape to Big Island and indulge in the tropical paradise of Hawaii with this charming 1 bedroom, 1 bathroom Airbnb property. Enjoy an ocean view from your breezy porch and sleep peacefully in a comfortable...
Napili 1st-level serene and peaceful retreat
Welcome to Napili Shores E135, a stunning ground-level 1 bedroom 1 bathroom condo nestled in the heart of Napili featuring a garden view and split AC system. This condo sleeps up to 4 guests. This resort does not have elevators. The living room is enhanced by an...
Puu Poa Ocean Bluff Condo, Incredible Views, Walk to Beaches
Are you looking for the absolute perfect condo for your once in a lifetime vacation to Kauai? Do you want breath taking views from almost every room? Do you want to be within walking distance to multiple beaches? How about be close to shops and dining? Do you want...
Relaxed Suite Near Shipwreck Beach + Parking & Pool Access + Kitchen
Experience oceanfront serenity with stunning views, spacious rooms, full kitchen, private balcony, and in-room laundry—ideal for couples and families. Snorkel nearby, hike the Mahaulepu Trail, or spot turtles at Poipu Beach. Relax in our large outdoor pool. Whether you...
Coconut Villa Entire home in Koolina Walking distance to the shops and beaches
Enjoy your morning coffee or evening cocktails out on our lush tropical lanai with the tranquil backdrop of the Ko Olina golf course. Take in the stunning sunsets from this perfect vantage point.Our villa is located in an ideal location; everything is within walking...
Kuhio Shores 217 Superior Air Conditioned Condo at Kuhio Shores
Mini split Air Conditioning system just installed to make your Kuhio Shores 217 cooling experience perfect. Open windows, trade winds, fans to hear the soothing sounds of the ocean. And now if none of the above works you have use of a quiet, efficient air conditioning...
Private and Quiet Luxury Beach House 5 minute walk to beach TVNV#5151
Live like a local in this professionally designed two bedroom, two bath retreat, offering the perfect blend of luxury and laid back Hawaiian charm. The area is known for its slowed down pace and ocean-centric lifestyle to escape the hustle and bustle of city life.The...
Big 3BR/4BA, 3056 sq ft Kona Home with Pool/Jacuzzi, Ocean View, Sleeps 16 max
BEFORE BOOKING, PLEASE THOROUGHLY READ ALL ITEMS LISTED BELOW:𓆉︎ Check out reviews: https://www.vrbo.com/13293#reviews𓆉︎ Please review cancellation policy at the bottom of this thread.𓆉︎ Parties, gatherings, events are not permitted!𓆉︎ Lako House is a NON-smoking and...
Kaanapali Alii -11th Floor - Ocean & Mountain View
Spectacular Ocean and West Maui Mountain views can be enjoyed from this luxurious 11th floor newly remodeled condominium. This family owned 2-bedroom vacation home offers vacation privacy in one of the most desired upscale resort locations in Hawaii. Kaanapali Alii is...
Ko Olina Beach Villas B301: Serene Beachfront Luxury w/ Pool Views
Ko Olina Beach Villas B301 welcomes you to a serene coastal escape on the sun-kissed shores of Kapolei, HI. This beautifully designed three-bedroom, three-bathroom villa spans 1,750 square feet and accommodates up to eight guests. With sweeping ocean and pool views,...
Waiulu Villa 119A – Bright & Updated | Includes Onsite Staff & Daily Housekeeping
Recently Updated! Located in the popular Waiulu Villa neighborhood, this luxurious 2 bedroom, 2 bath single-level lower floor corner villa was just updated with new furnishings and decor in the living room, dining room and lanai. Accommodating up to 4 guests, this light...
2BOF1 Aston Waikiki Beach Tower: 2 Br with Ocean Front Views & Full Kitchen
Waikiki Beach Tower: Two-bedroom suite with Ocean Front Views and Full Kitchen right across from Waikiki Beach.Aston Waikiki Beach Tower provides the perfect combination of exclusive condominium living and attentive resort-quality service. Modern and lively, this...
Kaanapali Alii | 255
Kaanapali Alii 2552 Bedrooms | 2 Bathrooms | Sleeps 6 | Ocean View________________________________________Kaanapali Alii 255 is a stunning two-bedroom, two-bathroom ocean-view residence that features a warm and inviting contemporary design. This spacious vacation rental...
COMPLETE REMODEL | Central AC | WIFI | vrKCV
vrKCV - White Sands Village 220, Professionally Managed by Kona Coast VacationsExperience Island Living at Its BestWelcome to your perfect Hawaiian retreat! This beautifully appointed 2-bedroom, 2-bathroom condo is located directly across from White Sands Beach—also...
North Shore Condo Rental at Kuilima
Relax to swaying palms, stunning seas and a tropical breeze! You deserve it! Step right out the lanai onto fairway one of the Fazio golf course. Swaying Palms is an end unit, situated within the complex to provide lots of natural light, privacy, and a more spacious...
Stunning Luxury Estate 🌺 Superb Private Lanai & Breathtaking Sunsets! 🌅 Keauhou Luxury Estate
Experience island lifestyle in one of Kona's most desirable gated communities: Keauhou Estates.Amazing home with 3 bedroom with 3 and 1/2 baths. Beautiful great room, dinning room and gourmet kitchen overlook the pool to the ocean beyond. Imagine a beverage and sunset...
Tranquil Ground Floor Unit Central Honolulu w/ AC
Summary:Enjoy a stylish experience at this centrally-located place. Conveniently located near Waikiki, Diamond Head, and Ala Moana Shopping Center. Close to local attractions and popular restaurants.The Space:Newly remodeled ground floor unit. Updated kitchen and...
Wailea Ekahi Village 4D - Studio Garden View Condo
Wailea Ekahi 4D is a charming studio vacation rental perfect for the couple or solo traveler. This second-floor unit offers an elevated retreat with a bird\'s eye view of the surrounding tropical landscaping and peek-a-boo ocean views. The 600-square-foot condo is more...
Spacious 3 Bed 2.5 Bath House in Kahakai Estates
Experience island living at its finest in this beautiful and modern 3-bedroom, 2.5-bath home located in a quiet, gated community just minutes from downtown Kailua-Kona. Enjoy easy access to beaches, shopping, and restaurants—then return to your private oasis complete...
2 Bed 2 Bath Surfing & Snorkeling in Kahaluu Bay
Aloha! Come and stay at the Hale Hamoa created for everyone with everything we love about Hawaii. Only 1 minute walk to one of the best snorkel beaches on Kona Side and the Surf school next door. The condo comes with all the essentials you need for an awesome vacation...
Beachfront Spectacular Ocean views, steps to white sand Beach & walk bike Path
Listen to the sound of the waves from this beautifully furnished corner unit and admire the views up and down the coast from the spacious lanai. Upgraded with granite countertops and travertine floors in kitchen and bathrooms. Unit 219 is very private with unobstructed...