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.
Kulanakauhale 7 – Deluxe Ocean View | Onsite Staff & Daily Housekeeping
This recently updated luxury residence features modern island décor and sweeping coastline and Maui views. Four bedroom suites accommodate up to 8 guests plus a bonus media room, infinity pool and hot tub with private courtyard. Located in the Kulanakauhale neigborhood,...
Princeville 1 + Loft at The Cliffs - Sleeps 6!
Aloha and welcome to your serene slice of paradise at The Cliffs Resort in breathtaking Princeville! This spacious 1-bedroom + loft, 2-bathroom condo offers the perfect blend of comfort, convenience, and island charm—ideal for couples, families, or small groups seeking...
Kaanapali Alii 473
Ka'anapali Alii 4631 Bedroom | 2 Bathrooms | Sleeps 4 | Mountain View________________________________________Welcome to Kaanapali Alii 473, a beautifully appointed one-bedroom mountain view condo at Maui’s exclusive Kaanapali Alii Resort, offering sweeping views of the...
Maui Resort Rentals: Kaanapali Alii 374 – 7th Floor 3BR with Stunning Ocean & Mountain Views!
***Maui Resort Rentals is proud to present this luxurious 3BR residence at the acclaimed Kaanapali Alii in the heart of Kaanapali Beach, newly launched on November 7th, 2025 and now accepting bookings for stays beginning November 21st, 2025!***This refined 7th-floor...
New Listing Honua Kai 510! Scenic Views, Pools, AC+Beach Access, Family Friendly
Konea 510 is a comfortable and stylish one-bedroom, one-bathroom suite on the 5th floor, offering beautiful partial ocean views and sweeping sights of the West Maui Mountains. Perfect for couples or small families, this spacious suite gives you plenty of room to relax...
Waikiki Townhouse Paradise
A light bright airy condo with gorgeous views of Waikiki from the bedroom and the living room. Relax on the lanai and watch the sunset with a glass of wine. A small table allows for a quiet breakfast where you can sip Kona coffee and enjoy a croissant.The spaceYou'll...
Ocean Front Condo in Kahana near Napili!,kapalua
Thank you for checking out my ocean front condo in West Maui! My place redefines what OCEAN FRONT means. You are literally 30 feet from the water! You'll see sea turtles hanging out directly in front of the building! My ocean front condo is an open concept, with an...
Kapalua Ridge Villa 2414 Gold Ocean View 2 Bedroom
- 1st floor villa overlooking Kapalua Bay Golf Course’s 6th fairway- 19 stairs between parking and front door- Two interior stairs between front door and living room/kitchen/second bedroom- Tile entry, kitchen and bathrooms, carpet in living/ding room and both bedrooms-...
Maui Resort Rentals: Honua Kai - 5 Bedroom Groundfloor Resort Residence, Over 2800 Combined Sq. Ft., Massive Lawn Area, Steps to Pools/Beach/B.B.Q.s
This exceptional five-bedroom ground-floor offering combines three spacious neighboring suites to create the perfect gathering place for any large group or family. Each suite features a partially secluded, adjacent lawn area, effectively doubling your group's balcony...
Paradise Cove Maui Oceanfront Vacation Home with Pool
We invite you to unwind at Paradise Cove, an oceanfront property located in Napili on the stunningly beautiful West shore of Maui. You, your family, and friends are sure to be pleased with this 3 bedroom/3.5 bathroom home, complete with a resistance pool, hot tub, and a...
Brand New Upgraded- Ocean View Romantic Studio
This beautiful Island Colony studio on the 27th floor has stunning views of Diamond Head and ocean views! "Brand New Upgrades!"New floors, elegant cabinetry, new kitchen, new bath!Brand New mattresses!.The spacious lanai and it's views is the WOW factor!Enjoy this...
Kapalua Golf Villas | 4 Free Rental Cars | KBM Resorts | Large Bedrooms | 4 Units, 8 Bedrooms | KGV ML-1205
** 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...
KBM Resorts | FREE CAR | Kapalua Golf Villa | Ocean view | 1-Bedroom Condo, Recently Remodeled! KGV-20T2
** 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...
Hale 'Ae Kai – Balinese-Inspired Oceanfront Estate
Hale 'Ae Kai, is a world class Balinese-inspired estate on 15 acres above the infamous Secret Beach. With views from Bali Hai to the Kilauea Lighthouse, this luxury compound comprises 4 buildings connected by breezeways, surrounded by gardens and ponds. With an...
Aqua Aloha Surf Waikiki 1010 Superior Studio with Lanai and Partial City View
Aqua Aloha Surf Waikiki 1010 Superior Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) Queen bed, Sleeps 2, 335 Sq Ft.Aqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that are perfect for...
The Lagoon House
Aloha and welcome to Paradise! Magnificent views of Paiko Lagoon fill the great room as you enter. Enjoy breathtaking sunrises every day right from your bedroom. This home's spacious design maximizes comfort, luxury and oceanfront views. Wide open yardspace is gated and...
Kapalua Golf Villas Gold Partial Ocean 1 Bedroom
Golf Villas Gold Partial Ocean View 1 Bedroom- Situated along Kapalua’s Bay Course fairway- Fully equipped kitchen includes stovetop/oven, microwave, refrigerator, coffeemaker, cookware, tableware- Bedroom with 1 king bed or 1 queen bed- Queen sofa bed in living area-...
Royal Kahana Maui 507 Ocean View 1 Bedroom
This spacious one-bedroom unit offers spectacular ocean views and modern amenities, just steps from the ocean. Ideal for families and friends. Unit 507 Ocean View 1 Bedroom 1 Bath• 5th floor condo with nice views of ocean and the island of Molokai • Kitchen includes...
1BMV2 Aston at the Waikiki Banyan: Deluxe 1 Br w/Kitchen & Mountain views
Resort Project: The Rec Deck Swimming Pool and Two Jacuzzi’s located on the 6th floor are closed for construction/renovation until the end of June 2026. Important: Construction may cause intermittent noise during your stayAston at the Waikiki Banyan: 1-bedroom Deluxe...
Luxury 1BR with Pool View at Sky Ala Moana
This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.“Enjoy cool breezes, lush greenery, and effortless access to resort amenities.”Discover the best of Honolulu...
Oceanfront Living on the Gold Coast!
This stunning fully furnished two-bedroom, two-bath oceanfront condo offers a perfect blend of luxury and tranquility. With a very large, open, and spacious floor plan, the living areas flow seamlessly, providing ample room for relaxation and entertaining. This ocean...
Large balcony studio one block from the beach
Step into this bright studio offering an open-concept living space with sleeping space for up to 3 guests, just a few minutes walk from Waikiki Beach. Enjoy a massive private balcony with city and ocean views, fine touches inside, and a very walkable neighborhood close...
37Fl Renovated Gem Near Waikiki Beach w/ Parking
Aloha from Midway Vacations, your local experts in paradise! Enjoy spotless, well-kept homes, island hospitality, and 24/7 support for a worry-free Hawaiian escape.Discover your perfect Waikiki escape high above the city on the 37th floor of the Waikiki Banyan. This...
Lodge at Kukui'ula Villa 6
Welcome to the Lodge at Kukui'ula Villa 6, a luxurious haven tucked away on Kauai's stunning South Shore. This spacious four-bedroom, four and a half-bathroom villa offers the perfect blend of contemporary elegance and island charm, making it an ideal retreat for...
Islands at Mauna Lani A2
The three-bedroom Islands at Mauna Lani A2 has tremendous curb appeal. Enter a private gate and walk along the hand-laid brick pathway surrounded by blooming hibiscus, tropical greenery, and palm trees to the double-wide etched glass front doors. There is even an...
Waiulu Estate 152B – Ocean View & Fully Renovated | Onsite Staff & Daily Housekeeping
Situated in the coveted Waiulu neighborhood lies this stunning 4 bedroom, 4.5 bathroom fully renovated estate villa home. Luxury finishes, museum quality art and a flexible floor plan combine with a prime ocean view location to deliver the highest level of resort living...
Aqua Aloha Surf Waikiki 904 Deluxe Studio with Lanai and Partial City Views
Aqua Aloha Surf Waikiki 904 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...
18th Fl Pacific Monarch | Rooftop Pool | Large Patio
The Space• Bedroom: 2 twin beds• Living Room: Queen sized sofa bed• Desk and chair• Large private lanai with city views• Sleeps up to 4 guestsAmenities• Fully equipped kitchen: refrigerator, stove, oven, microwave, coffee maker, cookware, dishes• Free Wi-Fi and cable...
Island Colony Ocean View Studio | Private Lanai
Fantastically located Waikiki studio with spacious lanai overlooking the ocean, Waikiki cityscape, and palm-tree dotted Ala Wai canal. As part of the luxurious Island Colony community, our guests indulge in the spacious sun deck, bbq area, fitness center, pool and hot...
Kapalua Golf Villas Ocean View 1 Bedroom
Golf Villas Ocean View 1 Bedroom- Situated along Kapalua’s Bay Course fairway- Fully equipped kitchen includes stovetop/oven, microwave, refrigerator, coffeemaker, cookware, tableware- Bedroom with 1 king bed or 1 queen bed- Queen sofa bed in living area- 1200-1500...
Spacious WorldMark Kihei - 2 Bedroom
Island Comfort at WorldMark Kihei – Spacious 2 Bedroom Beach Retreat Product Description 2 Bedroom • Full Kitchen • Sleeps 6 Welcome to WorldMark Kihei, a full-service South Maui resort just steps from the beach. Enjoy hotel-style check-in, island-inspired...
Long term Friendly Downtown Honolulu Oasis
LONG TERM FRIENDLY 3BR 2Bath 2 Garage Parking Spaces , small dog ok, FULLY FURNISHED AND ALL UTILITIES INCLUDED !! (Fast WiFi,electricity, cable, water, trash, sewage ) Welcome to urban convenience of a stylish condo located in historic and lively downtown Honolulu!...
Noelani Kai: Upscale Princeville Getaway at Noelani Kai's Elegance & Comfort
Noelani Kai sets the scene for effortless North-Shore living in Princeville, Hawai‘i. Perched within the upscale Kaʻiulani enclave, this 1,738-sq-ft townhome pairs chic island décor with postcard views of the Pacific and Hanalei’s emerald mountains. With two private...
Peaceful 3-bedroom bungalow in enchanting Kailua-Kona perfect for relaxing
Make yourself at home in this 3-bedroom Kailua-Kona bungalow. The space features a king bed, a murphy bed, and two queen beds, perfect for families or groups. Guests can relax in the living room, which offers three sofa beds for extra comfort. With two bathrooms,...
Steps from the Beach- Mountainview Condo in Lahaina
Escape to paradise in this cozy studio retreat in Lahaina. Nestled right on the beach, this beautifully appointed studio offers stunning mountain views and peaceful island breezes. Perfect for couples or solo travelers, it comfortably sleeps two and features a private...
Papakea G202: Serene and spacious with spectacular ocean views
Papakea G202: Serene and spacious with spectacular ocean views. This 2 bedroom, 2 bathroom condo is the perfect Hawaii retreat. Papakea Resort offers many on-site amenities including an activities desk, fitness center and spa, two pools and jet spas. The property has...
Sky Ala Moana #1701: Modern 2BR Condo w/ Ocean Views & Resort Amenities
Welcome to Sky Ala Moana by Gather, a luxurious two-bedroom, two-bathroom residence located in one of Honolulu’s newest and most prestigious buildings. Perfectly positioned in the heart of the city, this modern retreat offers partial ocean views, upscale interiors, and...
Royal Kahana Maui Oceanfront 1 Bedroom
Experience the ultimate island escape in this oceanfront one-bedroom unit, where the sound of waves and breathtaking views set the perfect backdrop for couples, families, or friends. Oceanfront 1 Bedroom• Kitchen includes microwave, stovetop/oven, coffee maker,...
Velzey Ohana Villa by Gather: Family Villa Near Surf, Beach & Turtle Bay Resort
Just across the street from the golden sands of Velzyland Beach, Velzey Ohana Villa brings together a spacious main house and private studio for the perfect North Shore retreat. With 1,952 sq ft of living space, this 4-bedroom, 3-bath villa is designed for families,...
NEW 4 BR Ocean view home in Poipu
Welcome to Kukuiula Vacation Home 57, a breathtaking ocean-view retreat nestled in the coveted Kukuiula neighborhood of Poipu. This luxurious four-bedroom vacation rental embodies the spirit of island elegance, offering a seamless blend of modern comfort and tropical...
Two City View Rooms at Hilton Garden Inn | 2 Blocks from Waikiki Shores
Prime Waikīkī Beach location with easy access to shopping, dining and attractions. Relax in contemporary rooms featuring island charm, plus enjoy a rooftop pool and 24-hour fitness center.PLEASE NOTE:This listing is specifically for a hotel room located within a hotel,...
Honua Kai | 4 Free Rental Cars | KBM Resorts | Extra-large Corner Suite | 4 Units, 6 Bedrooms | HK ML-1085
** 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 - Exclusive Hyatt Residence Club 1BR Mountainview Upper Viilla
Exquisite One-Bedroom Mountainview Upper Villa at Kaʻanapali's Newest, Most Exclusive Resort! Proudly perched upon Ka'anapali, one of the world's most beautiful beaches, is the Hyatt Residence Club Ka'anapali. Within the lush borders of this sprawling tropical paradise,...
Waikiki 2 bedroom Condo with Canal View and Lanai
2 bedroom, 1 bath, with a beautiful canal and mountain view in Waikiki!! Royal Aloha condo, 625 sqft w/50 sqft Lanai, on 8th floor corner unit. Short stroll to beach, dining, and shopping. Royal Aloha building is located at the gateway to Waikiki, easy access to Waikiki...
Hawaii home - Great for multi-family or groups
This Big Island home is ideal for multi-families or groups that require private sleeping areas but are on the same property. There are three private studio apartments and a main house. Each studio apartment has a full bathroom and a kitchenette equipped with a kitchen...
Aqua Aloha Surf Waikiki #1600 Deluxe Penthouse Studio with Lanai
Aqua Aloha Surf Waikiki #1600 Deluxe Penthouse Studio with Lanai and Partial Ocean and City Views located just 2 Blocks to Waikiki Beach, (1) King bed, (1) Queen sofa sleeper, Sleeps 4, 385 St FtAqua Aloha Surf Waikiki brimming with island personality offers a range of...
Islands at Mauna Lani B1
At 2,500 square feet of luxurious living space, the Islands at Mauna Lani B1 is the perfect option for a large and comfortable vacation rental on the Big Island that can sleep up to eight guests. Dual glass front doors in addition to three different sets of sliding...
Aqua Aloha Surf Waikiki 1012 Superior Studio with Lanai and Partial City View
Aqua Aloha Surf Waikiki 1012 Superior Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) Queen, Sleeps 2, 301 Sq Ft.Aqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that are perfect for couples...
Spacious 1BR/1BA Condo - Ocean View, Above it All, Oceanside Pool and Zoned A/C
The Penthouse of Kona Shores awaits you! This spacious and luxurious 1-bedroom, 1-bathroom corner condo is the crown jewel of Kona Shores, offering the largest living space at 1,000 sq ft. in the complex, it offers a level of exclusivity like no other. NOTE: the unit is...
Maui Resort Rentals: The Whaler - 2 Total Bedrooms, Gorgeous 5th Floor Ocean, Black Rock, and West Maui Mountain Views!
This tandem pairing combines two neighboring studio suites, each offering stunning ocean views from a fantastic 5th-floor vantage point. The interior courtyard-facing suite boasts breathtaking views of the blue Pacific that extend to Kaanapali's famous Black Rock and...