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.
Tropical 2BR Partial Ocean View Villa at The Point at Poipu
Discover the beauty of Kauai from this well-appointed two-bedroom partial ocean suite at Hilton Vacation Club The Point at Poipu. Spacious and inviting, it’s perfect for up to six guests seeking a mix of comfort, amenities, and island charm.Your suite includes two...
A peaceful cottage close to Volcanoes National Park.
A peaceful haven located 10 minutes away from Hawaii Volcanoes National Park, Apapane Cottage is the perfect place to relax and unwind after a busy day of hiking and sightseeing. You can watch the bright red Apapane birds flit from tree to tree as you spend time on the...
Modern 2BR/2BA Upstairs Home | Gated Wailuku Property | Central Location
Enjoy a modern Maui stay in the heart of historic Wailuku Town—a local favorite known for its small-town charm, walkable shops, and proximity to everything on the island.This 2-bedroom, 2-bath upstairs unit is located in a gated community of just five units, offering...
Royal Kahana Maui 1012 Oceanfront 1 Bedroom
This oceanfront one-bedroom offers a luxurious yet cozy retreat, ideal for couples, honeymooners, or anyone longing for a seaside escape. Unit 1012 Oceanfront 1 Bedroom 1 Bath• 9th floor condo with beautiful oceanfront views and views of the island of Lanai • Kitchen...
Maui Resort Rentals: Honua Kai – 7 Total Bedrooms, 9th Floor Stunning Deluxe Ocean & Mountain Views!
This rare 7BR offering brings together four neighboring 9th-floor residences at Honua Kai, each featuring elegant finishes and a combination of breathtaking ocean and mountain views from high above the palms. Elevated above the neighboring resort wings, these suites...
Renovated, Stunning Views Condo Hotel 1711
Summary:HIGHLIGHTS: Newly Renovated | Top Floor | Breathtaking Amazing Views - Kitchenette | Resort Amenities – Pool & Gym | Minutes to Ala Moana BeachIdeally located between the Convention Center, Waikiki, and Ala Moana Beach, this upscale condo-hotel combines comfort,...
Ilikai Hotel Lite #1534: Studio Ocean View condo
**PROPERTY PROJECT**Ilikai Hotel Spalling and Exterior Painting ProjectAn exterior painting and spalling repair project to enhance the building’s structural integrity and appearance with minimal disruption will commence on August 18, 2025. Work Schedule: 9 AM – 5 PM,...
New Beachfront Luxury Property: 4 Bed 4 Bath In The Heart Of Oahu’s North Shore
Sea of Glass is an architecturally stunning beachfront home on the North Shore of Oahu. The A-frame design is accentuated by windows that face Mount Ka’ala, the tallest mountain peak on the island to the south, and wall-to-wall sliding doors along the entire...
Country Club Villas#310 Top Floor, Incredible Oceanview,Spacious Lanai,AC
Wake up to sweeping ocean blues, golden sunsets, and gentle island breezes at Country Club Villas #310, a spectacular top-floor retreat nestled in the heart of Keauhou. Perched above the Kona Country Club golf course, this beautifully remodeled villa offers one of the...
Aqua Aloha Surf Waikiki 700 Superior Studio with Lanai and Partial City Views
Aqua Aloha Surf Waikiki 700 Superior Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) Queen bed, Sleeps 2, 261 Sq Ft.Aqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that are perfect for...
Waikiki Oasis 1-Bedroom on Nahua | Lanai + Parking
Enjoy canal and mountain views from the private lanai of this lovely one bedroom, one bathroom apartment, tucked away at the end of Nahua St. This Waikiki Oasis features outdoor dining areas, full kitchen, full bath, washer/dryer, and private bedroom, plus AC,...
Royal Kahana Maui 517 Ocean View Studio
This ocean-view studio offers a cozy and stylish retreat, just steps from the beach. Ideal for couples or solo travelers wanting to unwind. Unit 517 Ocean View Studio• 5th floor studio with balcony overlooking the ocean • Studio kitchen includes microwave,...
HGVC Hawaiian Village Beachfront Resorts & Spa All Towers
Enjoy the glamour of this stylish, upscale place. Experience the epitome of luxury and relaxation at Hilton Grand Vacations Club at The Lagoon Tower, nestled among 22 acres of pristine Waikiki beachfront. Enjoy exclusive access to Waikiki's finest white-sand beach and...
Kiahuna Plantation Resort 84 Royal Garden 1 BD
Experience island charm in this garden-view, one-bedroom condo just moments from Kauai’s most famous beach. With a welcoming cottage style and space for up to four guests, it's the perfect spot to unwind Unit 84 Garden View Deluxe 1 Bedroom 1 Bath• Walk out to the lawn...
Modern Studio Beach Vistas
Summary:Upscale remodel with high-end furnishings studio oasis situated directly across from Kameole Beach. Fantastic lanai with direct ocean views. Experience the resort's many amenities such as tennis courts, pool and jacuzzi and grills. We provide everything from...
Alii Cove U2 Beautiful Ground Floor Spacious 2 Bedroom With Ac
Alii Cove#U-2 is an excellent beautifully furnished option for your Vacation. This spacious 2 bedroom, 2 bath unit has fantastic features that many guests enjoy. A perfect option for up to 6 people. ~Ocean views from this unit!~No stairs! Walk right into the unit, there...
NEW! KBM Resorts | FREE CAR | Napili Point | Oceanfront | Spacious, 2-BedroomBeach Amenities! NAP-C32
** 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...
Poipu Luxury — 2BR 2BA A/C Condo with Resort Amenities, Walk to Beaches & Trails
*** HOT NEW LISTING ***Unwind and discover paradise at your private sanctuary in Poipu Kai. This spacious, elegantly updated 2-bedroom, 2-bath A/C condo blends comfort, privacy, and adventure—perfect for couples or families. Set amid lush gardens and featuring modern...
Kailua Beach Luxury Villa – Coastal Elegance on Oahu’s Windward Shore
Welcome to Kailua Beach Villa, a spacious and contemporary oceanfront retreat on Oʻahu’s Eastern Shore. With 5 bedrooms, 5 baths, and 4,000 square feet of airy living space, this private villa blends modern design with barefoot luxury. Step outside to direct beach...
Honua Kai | 4 Free Rental Cars | KBM Resorts | Exceptional Value | 4 Units, 9 Bedrooms | HK ML-1448
** 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...
Million Dollar View of Ocean and Mountain/ Quiet and Serene
24 hour Security, swimming pool, BBQ area, parking, fully furnished for your comfort along with beach chairs and cooler. Super quiet building. WiFi and cable, recliner couch and dinning table, desk and printer. The view is beautiful. The sunsets outside your windows....
New Listing | Charming Condo unit 1-219 Steps Away From Beach
Settle into this beautifully appointed spacious condo with all the amenities and extras you will need to have the home away from home feeling. The bedroom offers gorgeous natural lighting, a comfortable King size bed, AC to keep you cool and a large closet for storing...
Ocean view condotel, walk to the beach
Enjoy convenience and comfort in this stylish studio at the Ala Moana Hotel. Perfect for up to 4 guests, it offers two full-size beds, a kitchenette with a mini fridge and coffee maker, and a private balcony to unwind with the Hawaiian breeze. Situated just steps from...
Beachfront Kihei Escape with Panoramic Ocean Views - Stunning Sunset Vistas #505
Kihei Beach #505 – Beachside One-Bedroom Escape with Beautiful Ocean ViewsWelcome to Kihei Beach #505, a one-bedroom, two-bathroom beachfront condo offering breathtaking panoramic views of the Pacific and Maui’s neighboring islands. Situated along Sugar Beach, this...
Marine Surf @20FL Free Parking Renovated /Cal King
NEWLY RENOVATED! 20th floor with great viewFree Parking. Studio unit for 4 with comfy sofa bed Fully equipped kitchen for home-style meals.The unit has a window AC that can be a little noisy. We have provided a tall tower fan to keep you cool and comfortable at night....
Honua Kai | 2 FREE Rental Cars | KBM Resorts | Exceptional Value | 2 Units, 3 Bedrooms | HK ML-1922
** 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...
Steps to the Beach w/ Ocean View - Kamaole Sands 5-304
With an unbelievable view of the expansive ocean, the gentle sway of the surrounding palms, and the sparkling community pool just below, unforgettable moments will be made from the private lanai of this stunning third-floor condo in Kihei! End each day by soaking in the...
Wyndham Bali Hai Villas | Two 2BR/2BA Villas
Summary:This listing is for two 2BR/2BA suites at Club Wyndham Bali Hai Resort in Princeville, HI. Guests will have access to all resort amenities. Each suite sleeps up to 6 guests. - Photos are stock photos provided by the resort. Your suite may vary slightly from the...
Coconut Plantation 1074-1: Luxury Resort Home Easy Walk to Ko Olina Lagoon
Welcome to Coconut Plantation 1074-1 by Gather, a beautifully upgraded four-bedroom, three-bath villa in the coveted Coconut Plantation at Ko Olina Resort. Offering 1,715 square feet across two stories, this furnished home combines resort-style amenities with everyday...
Kahala 723 “Apana O Lani” – 2 Lanais, King Bed, Island Serenity
Kahala 723 – “Apana O Lani” (Piece of Heaven)Welcome to Kahala 723, affectionately named “Apana O Lani,” meaning “Piece of Heaven.” This beautiful 1,000 sq. ft. condo captures the true spirit of island living — open, airy, and perfectly designed for comfort and...
Pool Ocean View. 4 Star Beachfront Resort. Lanai.AC.Restaurant.Pool. Gym.Spa.
Welcome to Kauai, the Garden Isle, where local culture meets world-class hospitality. A full-service 4-star beachfront resort, escape to paradise at our tropical oasis nestled directly on Nukolii Beach on the Garden Isle's East shore. Experience the warmth of Hawaiian...
Napili Point | 4 FREE Rental Cars | KBM Resorts | Water Front | 4 Units, 4 Bedrooms | NAP ML-2582
** 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 Banyan F103 Stunning 1 Bedroom Condo with AC
Maui Banyan F-103 Ground Floor Condo - Complete Remodel. **Please note: This is a ground floor unit, although there are stairs down from the parking lot and another set of stairs down to the ground floor hallway. Everything in the unit has been upgraded! Floors, newly...
1 Bedroom Partial Ocean View at Honua Kai Resort & Spa, Outdoor Pool
Step into your spacious and beautifully designed suite, where modern comfort meets tropical charm. Each unit features a fully equipped gourmet kitchen, furnished lanai, in-room washer and dryer, and luxurious bedrooms and living areas.Why Stay Here?Whether you’re...
Dlx 2-Bedroom Oceanview Kona Condo- Great Views!
Escape to the Big Island at our Deluxe 2-Bedroom Oceeanview Kona Condo rental...Ideally located in Kona featuring a stunning tropical setting. Relax in comfort and style from your own Condo getaway....featuring a relaxed tropical-hawaiian decor. Lounge on your own...
Beach Front Home - Pearl of Oahu's West Side!
Located in Ewa Beach, this awesome house offers 3 bedrooms - one with a queen bed and two with twin beds. With 2 bathrooms equipped with showers, guests can relax and unwind in this soothing space. Whether you're looking to cool off with the AC or iron out any wrinkles,...
Oceanview Penthouse Maui Retreat – Ideal for a Peaceful, Upscale Escape
Step into comfort, style, and panoramic beauty at this beautifully remodeled 1-bedroom penthouse condo at Island Surf that sleeps 4, perfectly suited for mature travelers seeking both relaxation and convenience. Whether you're enjoying morning coffee on the private...
Large Charming Ocean View studio in terrific Wailea with WiFi, AC
Comfort meets convenience. Our spacious bedroom suite features two queen beds, a covered lanai overlooking gorgeous tropical scenery and stunning ocean sunsets. Nearby tennis/pickleball courts, and golf, active leisure is just steps away. AC wall unit and ceiling fan...
Royal Kahana Maui 803 Ocean View Studio
Enjoy a bright, ocean-view studio; offering a peaceful retreat for families or couples exploring Maui. Unit 803 Ocean View Studio• 8th floor studio with balcony overlooking the ocean and the island of Molokai • Studio kitchen includes microwave, stovetop/oven, coffee...
Palms at Wailea Ocean View Villas 1 Bedroom 2 Bath
Enjoy stunning ocean views from villas featuring a full kitchen, spacious living area, and a private patio; it’s the perfect spot to relax while soaking in Maui’s breathtaking coastal beauty. Ocean View Villa 1 Bedroom 2 Bath• Kitchen includes microwave, stovetop/oven,...
Suite By the Sea - a bright and sparkling Apartment
Welcome to our new private studio apartment, where comfort and convenience await you. This hidden gem boasts a well-equipped kitchenette, perfect for preparing your favorite meals. Nestled just a short stroll away from the breathtaking Kailua Beach, you'll find yourself...
Luxury 3-bedroom villa at Four Seasons Hualalai, Kailua-Kona.
Welcome to Hillside Villas, your serene Hawaiian retreat where luxury and tranquility effortlessly blend. Each villa features expansive open-concept living spaces, elegant bedrooms with en-suite baths, and master suites with king beds and spa-inspired amenities. Step...
Waikiki Sunset in Front of Garden Oasis
Discover the beauty of Waikiki from this superb 1-bedroom garden condo. This welcoming space offers guests a large private lanai, fitness center, WiFi, A/C, communal barbeque area and pool on rec deck, two blocks from beach, bus stop @ corner, 24/7 security, on-site...
Charming 1BR Premium Villa with Island Views – Westin Ka‘anapali Ocean Resort
Step into island comfort in this 1-Bedroom Premium – Island View villa at The Westin Kāʻanapali Ocean Resort Villas. These villas typically span around 800–900 square feet, offering generous space for couples or small families to unwind in style. Inside, you’ll find a...
Kiahuna Plantation Resort 66 Partial Ocean 2BD 2BA
Enjoy soft ocean breezes and glimpses of the sea from this partial ocean view one-bedroom condo. Ideally located near the shore, it’s a cozy and convenient Kauai retreat. Unit 66 Partial Ocean View 2 Bedroom 2 Bath• Two-level condo in building 12 with bedrooms &...
Royal Kahana Maui 707 Ocean View 1 Bedroom
This comfortable one-bedroom unit offers stunning ocean views and easy beach access. Great for couples, families, or friends looking for comfort. Unit 707 Ocean View 1 Bedroom 1 Bath• 7th floor condo with nice views of ocean and the island of Molokai • Kitchen includes...
Kamaole Nalu 403 - Ocean View - New DESIGNER Remodel wA/C
Book with us and come to Maui to explore everything we have to offer!Stylishly remodeled, comfortable unit with split system A/C and incredible ocean view from the private lanai, kitchen, and master bedroom.Each bedroom features a king bed, private bathroom with a...
Relax Above the Pacific – 1BR Premium Villa at Westin Princeville
Perched high above the Pacific, this 1-Bedroom Premium Villa at Westin Princeville Ocean Resort Villas offers an ideal blend of comfort, views, and resort amenities. Spanning around 799 square feet, the villa is designed for up to four guests, making it a cozy yet...
Kaanapali Maui Eldorado G104 Garden View Studio
Relax and recharge in this garden-view studio, set within Kaanapali golf course and minutes from the beach. Whether you're teeing off or lounging on the beach, this peaceful space for two offers comfort and convenience in paradise. Unit G104 Garden View Studio• Located...
Maui Lahaina Resort 2 Bedroom Sleeps 6
This beach front property is centrally located in the heart of Ka'anapali. Enjoy your morning coffee on the lanai You'll also love cooking in the well-appointed kitchen, so eating out every night isn't a must! Take a dip in either 4 outdoor swimming pools that are on...