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.
Sunny Palms+Greens Vista! WiFi, Laundry, TV, Kitchen Ease, Lanai w/Wet Bar Kanaloa 1103<br>
You’ll love the contemporary island design of this two-bedroom two-bathroom unit. This rental is furnished with parquet flooring in common areas, contemporary wicker bedroom and living room furnishings, and high wood ceilings with white beam details. You’ll love the...
Delux, spacious, clean condo with AC @ Kuilima Estates West
Newly remodeled, perfect condition condo with one large bedroom, one recently remodeled bathroom and a living room with a sleeper sofa that looks out to the beautiful, famous Turtle Bay golf course. Also a large, gorgeous kitchen with granite countertops, equip with...
Enjoy Breathtaking Views of the Ocean and Gorgeous Mountains!!!
Aloha!! We would love to welcome you into paradise. This quiet unit is located on the secluded West side of Oahu. This condo is protected by 24 hour security to insure you have safe and relaxing stay! This area is known for its incredible mountains, pristine uncrowded...
D6: 1 bedroom, 2nd floor, oceanfront
D6 features one of the few signature views of the Sealodge complex. The windows face the open ocean, the coral reef, and the Anini shoreline which extends to the Kilauea Lighthouse. D6 is a second floor, corner suite with one wall that practically opens to the sky and...
Ultra Upgrades! Beach Condo w/Gourmet Kitchen,Spa-Style Baths–Waikīkī Shore 502
You won’t find anything quite like this newly renovated, two-bedroom two-bathroom ocean view suite. This lavish, thoughtfully designed, completely renovated unit has it all. You’ll not only enjoy stunning views of the Pacific Ocean from both the living area and...
Diamond Head View! Fully Renovated! Free Parking! Close to Beach!
Waikiki Banyan #1903-T1 – 201 Ohua Ave.You'll fall in love with this contemporary one-bedroom suite (533 sf + 67-sf private lanai), fully renovated in 2024, at the repeat-guest favorite Waikiki Banyan! Enjoy the vibrant greens and blues of the gorgeous Diamond Head,...
Hale Kamaole Condo w/ Shared Pool, Shared Grill-Surf, Bike, Golf, More
Hale Kamaole 167Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Hale Kamaole is a South Maui condominium complex located across the street from Kamaole Beach Park III, one of the...
Perfect Place to Land after your Maui Activities!
Hawaii Tax ID: TA-185-511-9360-01TMK: 390200030056This lovely ground floor Kihei Kai Nani 161 condo is only a short walk from Kamaole white sand beach and plenty of shopping and dining just waiting for you. This quaint and attractive 1 bedroom is a perfect place to land...
ALOHA-WAIKIKI BEAUTIFUL OCEAN PENTHOUSE 1BR
This rare top floor 1 bedroom apartment jewel is located in the heart of Waikiki. With a large balcony which faces and has ocean views, soaking up the sun and enjoying tropical breezes during the day. This will be your private Tropical entertainment spot. But it doesn't...
Hawaiian Hideaway w/ Yard < 2 Miles to Hilo Bay!
Escape to the Big Island to experience true Hawaiian living and tropical comfort at this 3-bedroom, 2-bath Hilo vacation rental. Enjoy relaxing afternoons in the private backyard before walking to local restaurants like the famous Cafe 100. Or, spend your days tanning...
Wailea Ekahi 52B | Resort Level Amenities!
With 34 acres of landscaped resort bordering one of Hawaii’s best beaches, Wailea Ekahi 52B is the ideal place to experience the very best of Hawaii. It’s affordable luxury that’s perfect for two couples wanting to share an island getaway. There’s a minimum stay...
Spacious, Ground Floor Condo within Steps to Pool or Beach
Hawaii Tax ID: TA-048-876-1344-01TMK: 390180030198Practical and budget friendly! Spacious ground floor unit located at the Maui Vista; walk straight out to the pool from your unit or down to the beach. You will be sure to enjoy the convenience of this centrally located...
Dreamy island gem with free WiFi, shared pool & hot tub, private balcony & more
Plantation Hale H3Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'A dreamy escape to the unmatched beauty of Kapaa is just waiting for you here at Plantation Hale H3, an adorable...
Newly Updated Corner Unit w/ Ocean & Mountain Views from Huge Lanai
Alii Kai 2201 is a chic and cozy open concept escape in the heart of all the North Shore has to offer! The peaceful and private corner unit has two light-filled bedrooms, a master suite with king bed and guest bedroom with a queen, comfortably furnished living and...
Fantastic Clear Ocean View, incredible value
Aloha!Imagine enjoying your morning coffee as whales play in the warm Pacific Ocean that lies just yards away. Enjoy long strolls on the beach - a refreshing dip in the pool and a relaxing Jacuzzi hot tub under the Maui stars and moon with the ambiance of Hawaiian tiki...
Valley Isle Ground Floor 2 bedroom with Ocean Views - Valley Isle 103B
Book with us and come to Maui to explore everything we have to offer!Now with Air Conditioning - Split AC installed June 2023!This private 2 bedroom 2 bath ground floor unit provides nice ocean views and easy ocean access on the west side of Maui. Walk just a few feet...
Breezy Kailua-Kona Bungalow w/ Lanai & Ocean View!
Pack your bags for a serene tropical getaway and stay at this light-filled vacation rental in Kailua-Kona! This quaint 2-bedroom, 1-bathroom house on the Big Island of Hawaii, just 15 minutes from Downtown Kona, won’t disappoint! With a furnished lanai overlooking the...
New Listing! Maui Banyan T303 - Spacious 3-Bedroom
Discover Your Perfect Hawaiian Paradise in the Heart of Kihei.Nestled in the vibrant community of Kihei, unit T303 at Maui Banyan offers an exceptional vacation experience that captures the essence of tropical Hawaiian living. This meticulously designed 3-bedroom,...
Perfect getaway for families, walking distance to Convention Center
As of January 1, 2026, Hawaii will increase its Transient Accommodations Tax (TAT) rate by 0.75%. For reservations booked before January 1, 2026, an additional payment request will be sent for the 0.75% tax increase.This is a legal conforming vacation rental. Please see...
Fabulous Foster towers
Foster Towers is located at 2500 Kalakaua Avenue, the same prestigious address and many of the famous Waikiki Hotels at a fraction of the cost. You can sit on the lanai and watch surfers or swimmers in front of the Royal Hawaiian Hotel, or go downstairs to Cheeseburger...
Molokai Shores A110
Molokai Shores A110Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This condo is perfect for a large family as it offers two spacious bedrooms. There is a full-size and well-equipped...
Quaint and Attractive Maui Condo
Hawaii Tax ID: TA-185-511-9360-01TMK: 390200030090This ground floor Kihei Kai Nani 169 condo is only a short walk from Kamaole white sand beach and plenty of shopping and dining just waiting for you. On site you'll not only find a fresh water pool...
Aston Maui Kaanapali Villas C262: 1 Br Loft, 2 Ba on Kaanapali Beach Sleeps 4
Maui Ka’anapali Villas #C262: One bedroom 2 bath loft garden view on N. Kaanapali Beach with Pool and Beach AccessThe space:Luxuriate in the lush garden and pool views at this Hawaiian oasis in the serene Coconut building. This condo has been upgraded in ocean blue...
Island Sands Resort Condo w/ Free WiFi, Private W/D-Close to Beaches
Island Sands Resort 208Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'The Island Sands Resort on Maui is located oceanfront in Maalaea, just a short four miles to Kihei and a scenic...
Ilikai Marina 1 Bedroom Deluxe Yacht View, Great Location in Waikiki!
Construction Notice 10/20/25: Exterior painting work is currently scheduled from 10/29/25 - 12/12/25. During this time, the lanai will be locked and not accessible to guests. For your safety, please do not attempt to use the lanai at any time. You may also hear...
Ocean Front @ Great Price-8th Floor- Listen to Ocean from the Master Bedroom
Stunning Ocean Front views in this condo on the ocean in Kahana. Recently updated (June 2018) to include new carpet, sofa sleeper, refrigerator and more! Lanai's are located off of the ocean front living room and master bedroom. The Valley Isle Resort is located just...
Ilikai Hotel - Stunning sunset views! Free WIFI, No Resort Fees!
1 Bedroom Standard Yacht Harbor View on the 11th Floor! The condo #1127 is located on the desirable yacht harbor side of the Ilikai Hotel. Offering great views of the tropical courtyard and the beautiful Hawaiian sunsets. The spacious condo has a full kitchen and is...
NR A2 Updated Napili Condo Close to Beaches Amazing Location Away From Crowds
Napili Ridge A2 Updated Napili 1Bedroom Condo Close to Beaches and Restaurants. Amazing Location for the Chill Adventurer Away From Tourist Crowds. Relax and Slow Down with Locals FREE daily activities included with your stay value up to $570! Complimentary admission,...
Stylish Aqua Palms Studio | Private Lanai | Pool
Enjoy gorgeous city and pool views from a private lanai (balcony) in this beautiful studio at the Aqua Palms. Located on Ala Moana Blvd a short walk to the sand, this home offers central ac, smart tv, wifi, and cable. The Aqua Palms building includes a plunge pool,...
Oceanfront Condo on Kaanapali Beach - Mahana 518
Ocean front on North Ka'anapali beach and located in the Lanai Tower. An ocean front bedroom allows for a greater view from this 5th floor Mahana condo. Tastefully furnished in a tropical green theme with all the amenities. The bedroom has a new 40 inch LED flat screen...
Garden View, Ground-Floor Condo w/ Lanai & Shared Hot Tub/Pool - Walk to Beach
Ke Nani Kai 155Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'With views of the surrounding garden property from the living room, both bedrooms, and the private lanai, this...
Welcoming condo with outdoor pool, grills, split AC, patio, & beach access
Kihei Kai Nani 170Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Your tropical escapade awaits at this ground-floor, family-friendly condo just 300 steps from Kamaole 11! If you're...
Private Oceanfront Getaway w/ Magnificent Views on the North Shore of Kauai!
Feel at home in paradise at this one-bedroom oceanview condo in Pali Ke Kua, where stunning mountain, sunset, and coastline views await. Nestled in the heart of Princeville, you’ll be just minutes from quaint eateries, local shopping, and world-famous outdoor...
Spacious 2 Bedroom Condo in Waikiki
Enjoy this legal vacation rental in Waikiki conveniently located on the west side of Waikiki. Just minutes away from the beach, convention center, restaurants and more! With two separate bedrooms and a full kitchen this is a perfect family vacation home.- 674 Square...
Maui Sunset Vacation Rentals B419
Fourth floor ocean front view! One of the best locations!! New flooring throughout 2023! Watch the life of Maui unfold from the morning till evening from your private 114 sq foot private view deck. Large private condominium apartment at the resort condominium complex on...
Renovated Waikiki Banyan Pool View, Free parking
Standard Condo with Mountain and Recreation Deck View, Free parking & Wi-FiThe pool and all associated amenities will be closed starting April 7, 2025, for an estimated duration of 10 to 14 months to accommodate the Recreation Deck renovation project. Just one block...
Comfort & Accessibility to Everything in Waikiki! 2 Queen Beds, Pool & Parking!
Book this vibrant vacation rental in the heart of Honolulu, just steps from Waikiki Beach!This stylish 3rd-floor studio-suite at Palms Waikiki Hotel is the perfect getaway for you and your friends or familyWith amenities like⁓•2 Queen...
Direct oceanfront gem @ Sugar Beach Resort, Coastal vibes, Central AC & more!n
Welcome to Sugar Beach 531. This oceanfront 1 bedroom, 1 bathroom condo can accommodate 4 people. Enjoy ocean views throughout this unit & from your private lanai. Feel right at home with everything from central AC to in unit washer/dryer, & essentials. Situated on a 6...
Hotel Molokai 202
Vacasa at Hotel Molokai 202Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'A sun-splashed getaway awaits at this sweet studio. Amenities at the Hotel Molokai include the popular...
Open concept home with pool, hot tub, & beach access in a gated community
Kai Lani at Ko Olina 4D - 30-Night MinimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Whether you're here for work or for fun, this is the ideal vacation home for your next...
Ocean Views from Lanai, Living Room & Bedroom! Oceanfront Complex!
***Professionally Cleaned Condo, No-Contact Check-In/Check Out*** If you are looking for a perfect getaway in paradise, Kauhale Makai 608 is it! The first thing you see when you arrive is a panoramic view of the ocean from this TOP Floor condo. Just sit back and take in...
Humble Hawaiian Monarch Studio | Pool + Gym
This humbly stylish & spacious Waikiki studio is in a great location at the Hawaiian Monarch building. This unit features AC, TV, wifi/cable, work desk & chair, and dining area for 2. The Hawaiian Monarch is a secured building that includes a spacious sun deck with...
Kihei Haven at Village by the Sea, Steps to Beach!
For your next Hawaiian escape, reserve this stunning 1-bedroom, 1-bathroom Kihei vacation rental. Settled right on the beachfront with great views in one of the best central locations in Maui, this coastal condo ensures a genuinely relaxing retreat for all. Spend your...
Ocean-view condo on golf course with pool, tennis, pickleball & majestic vistas
Blue Horizon, Unit E107Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Overlooking the Waikoloa Village Golf Course, this Waikoloa ocean-view condo is your ticket to beachside...
Kamaole Sands Unit 7-306 1 Br with Remodeled Kitchen & Bathroom, Sleeps 4
This comfortable spacious S. Kihei condo is located in building 7 conveniently located near the pool. The kitchen has been remodeled and features beautiful new cabinetry, crown moldings, granite countertops, a gorgeous tiled backsplash, and new fixtures. Enjoy your...
Second-Floor Oceanfront Getaway w/ Treetop Views & Free WiFi plus a Shared Pool
Kihei Kai 12Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Breathe in and experience the ultimate relaxation at this cozy, second-floor Kihei condo. Enjoy treetop views from your...
Downtown Kailua-Kona Escape: Steps to Ocean!
Primely located in the heart of downtown Kona, this breezy vacation rental delivers the ideal Big Island escape for couples or small families. This 1-bathroom studio features a kitchenette for quick meals, a Smart TV for movie nights, and a private balcony for endless...
Hale Momona - Charming Ground Floor Island Hideaway with Ocean Views!
You'll love the ocean views, charming interior, and accessible ground floor location of Sealodge F1! Watch the sun rise over the ocean from the queen sized bed, read a book and listen to the waves on the Hawaiian punee (built-in window bed), or enjoy the tropical...
Bright, island retreat with ocean views, pool, & patio
Mahina Surf 104Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Oceanfront and filled with island vibes, this efficient condo has everything needed to make unforgettable memories and...
Grand Champions 12, great Wailea location!
Welcome to your serene Wailea retreat! This charming two-bedroom, two-bathroom vacation rental offers the perfect blend of comfort and convenience in a prime location.Step into your fully equipped kitchen, ready for all your culinary needs. The dining area comfortably...